Writing.io Jobs

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We’re building a future for the Internet that’s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we’re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

Tailscale is looking for an experienced Manager, Developer Relations Engineering to lead a team of technical builders who help developers discover, understand, adopt, and build with Tailscale. You will be accountable for turning Tailscale’s technology into compelling developer experiences—from integrations and example applications to demos, tutorials, open-source projects, and technical content—that drive meaningful developer and business outcomes.

This is a player-coach engineering leadership role that combines team leadership with hands-on technical execution. You’ll lead Tailscale’s Developer Relations Engineering team while continuing to build yourself: developing integrations, demos, example applications, technical prototypes, workshops, and educational experiences that show developers what is possible with Tailscale. You’ll help the team identify the highest-leverage developer problems to solve and turn successful experiments into repeatable programs.

This role partners closely with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. You’ll maintain a clear technical roadmap for the team, surface developer friction and emerging use cases back into the product organization, and build the systems and measurement practices needed to understand which DevRel investments are driving adoption.

We’re looking for someone with strong engineering and technical credibility, excellent product judgment, and a track record of turning developer insight into technical experiences and projects that make complex products easier to understand and adopt.

Key Responsibilities

• Lead Tailscale’s Developer Relations Engineering team and roadmap, translating company, product, and developer priorities into a focused set of technical projects and programs.
• Manage and develop a high-performing team of Developer Relations Engineers. Set clear expectations, give team members meaningful technical ownership, provide strong coaching and feedback, and help both senior and developing talent increase their impact.
• Lead the team in building high-quality technical experiences including integrations, example applications, open-source projects, demos, workshops, reference architectures, tutorials, and other developer tooling that helps developers quickly understand what they can build with Tailscale.
• Identify and personally contribute to high-leverage technical projects. This is a player-coach role: you should be comfortable opening an IDE, building a prototype, reviewing code, debugging an integration, or creating a working demo alongside the team.
• Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement.
• Ensure DevRel eng work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning
• Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.
• Define, track, and regularly report on DevRel eng performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel
• Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel eng investments

What We Are Looking For

• 6+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field
• 2+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function.
• Strong software engineering foundation. You should be comfortable writing and reviewing production-quality code, working with APIs and developer tooling, debugging technical problems, and getting hands-on with unfamiliar technologies.
• Experience building developer-facing technical projects such as integrations, SDK examples, reference applications, open-source tools, demos, workshops, or developer infrastructure—and taking them from idea through launch and iteration.
• Ability to translate product and company priorities into a focused technical roadmap for a small team, and to make thoughtful trade-offs between experimentation, developer education, integrations, and other projects.
• Strong program management skills, including planning, prioritization, delegation, and proactive risk communication
• Strong developer-product instincts and the ability to recognize where developers are getting stuck, what will create an “aha” moment, and whether the right solution is a product change, integration, tool, example, tutorial, or explanation.
• Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly
• Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams
• Ability to balance hands-on execution with team leadership and long-term program development
• Experience working in public codebases and developer ecosystems, including comfort with GitHub workflows, pull requests, issue discussions, technical feedback, and collaborating with external developers.
• Experience defining and reporting on DevRel eng metrics, program performance, or contribution to product and business outcomes
• Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans
• Low ego, high horsepower with a “yes, and” mindset to collaboration
• You have tried and used Tailscale

Nice to Have

• Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product
• Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture
• Experience supporting product-led growth or self-serve adoption
• Experience building technical integrations, example applications, community tools, or open-source projects
• Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops
• Experience developing new public-facing technical voices within a team or company
• Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion
• Experience managing agency partners, contractors, program budgets, or external contributors
• Experience working in a fast-paced startup or scale-up environment

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale’s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire’s base salary. Individual offers may vary based on experience and skill set.

CAN Pay Range

$215,740—$269,340 CAD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer

• An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale’s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We’re building a future for the Internet that’s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we’re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

Tailscale is looking for an experienced Manager, Developer Relations Engineering to lead a team of technical builders who help developers discover, understand, adopt, and build with Tailscale. You will be accountable for turning Tailscale’s technology into compelling developer experiences—from integrations and example applications to demos, tutorials, open-source projects, and technical content—that drive meaningful developer and business outcomes.

This is a player-coach engineering leadership role that combines team leadership with hands-on technical execution. You’ll lead Tailscale’s Developer Relations Engineering team while continuing to build yourself: developing integrations, demos, example applications, technical prototypes, workshops, and educational experiences that show developers what is possible with Tailscale. You’ll help the team identify the highest-leverage developer problems to solve and turn successful experiments into repeatable programs.

This role partners closely with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. You’ll maintain a clear technical roadmap for the team, surface developer friction and emerging use cases back into the product organization, and build the systems and measurement practices needed to understand which DevRel investments are driving adoption.

We’re looking for someone with strong engineering and technical credibility, excellent product judgment, and a track record of turning developer insight into technical experiences and projects that make complex products easier to understand and adopt.

Key Responsibilities

• Lead Tailscale’s Developer Relations Engineering team and roadmap, translating company, product, and developer priorities into a focused set of technical projects and programs.
• Manage and develop a high-performing team of Developer Relations Engineers. Set clear expectations, give team members meaningful technical ownership, provide strong coaching and feedback, and help both senior and developing talent increase their impact.
• Lead the team in building high-quality technical experiences including integrations, example applications, open-source projects, demos, workshops, reference architectures, tutorials, and other developer tooling that helps developers quickly understand what they can build with Tailscale.
• Identify and personally contribute to high-leverage technical projects. This is a player-coach role: you should be comfortable opening an IDE, building a prototype, reviewing code, debugging an integration, or creating a working demo alongside the team.
• Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement.
• Ensure DevRel eng work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning
• Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.
• Define, track, and regularly report on DevRel eng performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel
• Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel eng investments

What We Are Looking For

• 6+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field
• 2+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function.
• Strong software engineering foundation. You should be comfortable writing and reviewing production-quality code, working with APIs and developer tooling, debugging technical problems, and getting hands-on with unfamiliar technologies.
• Experience building developer-facing technical projects such as integrations, SDK examples, reference applications, open-source tools, demos, workshops, or developer infrastructure—and taking them from idea through launch and iteration.
• Ability to translate product and company priorities into a focused technical roadmap for a small team, and to make thoughtful trade-offs between experimentation, developer education, integrations, and other projects.
• Strong program management skills, including planning, prioritization, delegation, and proactive risk communication
• Strong developer-product instincts and the ability to recognize where developers are getting stuck, what will create an “aha” moment, and whether the right solution is a product change, integration, tool, example, tutorial, or explanation.
• Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly
• Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams
• Ability to balance hands-on execution with team leadership and long-term program development
• Experience working in public codebases and developer ecosystems, including comfort with GitHub workflows, pull requests, issue discussions, technical feedback, and collaborating with external developers.
• Experience defining and reporting on DevRel eng metrics, program performance, or contribution to product and business outcomes
• Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans
• Low ego, high horsepower with a “yes, and” mindset to collaboration
• You have tried and used Tailscale

Nice to Have

• Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product
• Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture
• Experience supporting product-led growth or self-serve adoption
• Experience building technical integrations, example applications, community tools, or open-source projects
• Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops
• Experience developing new public-facing technical voices within a team or company
• Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion
• Experience managing agency partners, contractors, program budgets, or external contributors
• Experience working in a fast-paced startup or scale-up environment

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale’s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire’s base salary. Individual offers may vary based on experience and skill set.

US Pay Range

$161,000—$201,000 USD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer

• An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale’s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

About UsHireHawk connects skilled professionals with high-quality remote career opportunities at U.

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We’re building a future for the Internet that’s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we’re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

Tailscale is looking for an experienced Manager, Developer Relations Engineering to lead a team of technical builders who help developers discover, understand, adopt, and build with Tailscale. You will be accountable for turning Tailscale’s technology into compelling developer experiences—from integrations and example applications to demos, tutorials, open-source projects, and technical content—that drive meaningful developer and business outcomes.

This is a player-coach engineering leadership role that combines team leadership with hands-on technical execution. You’ll lead Tailscale’s Developer Relations Engineering team while continuing to build yourself: developing integrations, demos, example applications, technical prototypes, workshops, and educational experiences that show developers what is possible with Tailscale. You’ll help the team identify the highest-leverage developer problems to solve and turn successful experiments into repeatable programs.

This role partners closely with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. You’ll maintain a clear technical roadmap for the team, surface developer friction and emerging use cases back into the product organization, and build the systems and measurement practices needed to understand which DevRel investments are driving adoption.

We’re looking for someone with strong engineering and technical credibility, excellent product judgment, and a track record of turning developer insight into technical experiences and projects that make complex products easier to understand and adopt.

Key Responsibilities

• Lead Tailscale’s Developer Relations Engineering team and roadmap, translating company, product, and developer priorities into a focused set of technical projects and programs.
• Manage and develop a high-performing team of Developer Relations Engineers. Set clear expectations, give team members meaningful technical ownership, provide strong coaching and feedback, and help both senior and developing talent increase their impact.
• Lead the team in building high-quality technical experiences including integrations, example applications, open-source projects, demos, workshops, reference architectures, tutorials, and other developer tooling that helps developers quickly understand what they can build with Tailscale.
• Identify and personally contribute to high-leverage technical projects. This is a player-coach role: you should be comfortable opening an IDE, building a prototype, reviewing code, debugging an integration, or creating a working demo alongside the team.
• Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement.
• Ensure DevRel eng work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning
• Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.
• Define, track, and regularly report on DevRel eng performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel
• Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel eng investments

What We Are Looking For

• 6+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field
• 2+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function.
• Strong software engineering foundation. You should be comfortable writing and reviewing production-quality code, working with APIs and developer tooling, debugging technical problems, and getting hands-on with unfamiliar technologies.
• Experience building developer-facing technical projects such as integrations, SDK examples, reference applications, open-source tools, demos, workshops, or developer infrastructure—and taking them from idea through launch and iteration.
• Ability to translate product and company priorities into a focused technical roadmap for a small team, and to make thoughtful trade-offs between experimentation, developer education, integrations, and other projects.
• Strong program management skills, including planning, prioritization, delegation, and proactive risk communication
• Strong developer-product instincts and the ability to recognize where developers are getting stuck, what will create an “aha” moment, and whether the right solution is a product change, integration, tool, example, tutorial, or explanation.
• Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly
• Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams
• Ability to balance hands-on execution with team leadership and long-term program development
• Experience working in public codebases and developer ecosystems, including comfort with GitHub workflows, pull requests, issue discussions, technical feedback, and collaborating with external developers.
• Experience defining and reporting on DevRel eng metrics, program performance, or contribution to product and business outcomes
• Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans
• Low ego, high horsepower with a “yes, and” mindset to collaboration
• You have tried and used Tailscale

Nice to Have

• Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product
• Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture
• Experience supporting product-led growth or self-serve adoption
• Experience building technical integrations, example applications, community tools, or open-source projects
• Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops
• Experience developing new public-facing technical voices within a team or company
• Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion
• Experience managing agency partners, contractors, program budgets, or external contributors
• Experience working in a fast-paced startup or scale-up environment

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale’s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire’s base salary. Individual offers may vary based on experience and skill set.

CAN Pay Range

$215,740—$269,340 CAD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer

• An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale’s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We’re building a future for the Internet that’s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we’re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

Tailscale is looking for an experienced Manager, Developer Relations Engineering to lead a team of technical builders who help developers discover, understand, adopt, and build with Tailscale. You will be accountable for turning Tailscale’s technology into compelling developer experiences—from integrations and example applications to demos, tutorials, open-source projects, and technical content—that drive meaningful developer and business outcomes.

This is a player-coach engineering leadership role that combines team leadership with hands-on technical execution. You’ll lead Tailscale’s Developer Relations Engineering team while continuing to build yourself: developing integrations, demos, example applications, technical prototypes, workshops, and educational experiences that show developers what is possible with Tailscale. You’ll help the team identify the highest-leverage developer problems to solve and turn successful experiments into repeatable programs.

This role partners closely with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. You’ll maintain a clear technical roadmap for the team, surface developer friction and emerging use cases back into the product organization, and build the systems and measurement practices needed to understand which DevRel investments are driving adoption.

We’re looking for someone with strong engineering and technical credibility, excellent product judgment, and a track record of turning developer insight into technical experiences and projects that make complex products easier to understand and adopt.

Key Responsibilities

• Lead Tailscale’s Developer Relations Engineering team and roadmap, translating company, product, and developer priorities into a focused set of technical projects and programs.
• Manage and develop a high-performing team of Developer Relations Engineers. Set clear expectations, give team members meaningful technical ownership, provide strong coaching and feedback, and help both senior and developing talent increase their impact.
• Lead the team in building high-quality technical experiences including integrations, example applications, open-source projects, demos, workshops, reference architectures, tutorials, and other developer tooling that helps developers quickly understand what they can build with Tailscale.
• Identify and personally contribute to high-leverage technical projects. This is a player-coach role: you should be comfortable opening an IDE, building a prototype, reviewing code, debugging an integration, or creating a working demo alongside the team.
• Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement.
• Ensure DevRel eng work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning
• Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.
• Define, track, and regularly report on DevRel eng performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel
• Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel eng investments

What We Are Looking For

• 6+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field
• 2+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function.
• Strong software engineering foundation. You should be comfortable writing and reviewing production-quality code, working with APIs and developer tooling, debugging technical problems, and getting hands-on with unfamiliar technologies.
• Experience building developer-facing technical projects such as integrations, SDK examples, reference applications, open-source tools, demos, workshops, or developer infrastructure—and taking them from idea through launch and iteration.
• Ability to translate product and company priorities into a focused technical roadmap for a small team, and to make thoughtful trade-offs between experimentation, developer education, integrations, and other projects.
• Strong program management skills, including planning, prioritization, delegation, and proactive risk communication
• Strong developer-product instincts and the ability to recognize where developers are getting stuck, what will create an “aha” moment, and whether the right solution is a product change, integration, tool, example, tutorial, or explanation.
• Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly
• Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams
• Ability to balance hands-on execution with team leadership and long-term program development
• Experience working in public codebases and developer ecosystems, including comfort with GitHub workflows, pull requests, issue discussions, technical feedback, and collaborating with external developers.
• Experience defining and reporting on DevRel eng metrics, program performance, or contribution to product and business outcomes
• Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans
• Low ego, high horsepower with a “yes, and” mindset to collaboration
• You have tried and used Tailscale

Nice to Have

• Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product
• Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture
• Experience supporting product-led growth or self-serve adoption
• Experience building technical integrations, example applications, community tools, or open-source projects
• Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops
• Experience developing new public-facing technical voices within a team or company
• Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion
• Experience managing agency partners, contractors, program budgets, or external contributors
• Experience working in a fast-paced startup or scale-up environment

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale’s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire’s base salary. Individual offers may vary based on experience and skill set.

US Pay Range

$161,000—$201,000 USD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer

• An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale’s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

Head of Sales (Player-Coach) – Fleet Safety Training

If you are a hands-on sales builder who still wants to carry a number, coach rising sellers, and shape the go-to-market engine—not just inherit someone else’s playbook—this is a high-visibility opportunity to lead growth for a long-established, PE-backed safety training and software company. You’ll sell directly into public-sector and commercial fleet environments while building the process, cadence, and team capability needed to scale recurring revenue nationwide.

The Opportunity

This company has served safety-focused organizations for decades and supports more than 3,000 active customers across commercial fleets, state and local government, EMS, fire departments, logistics, warehouses, school bus operators, and other vehicle-intensive environments. Following a recent private-equity acquisition, the business has upgraded its technology and launched a recurring training platform designed for larger fleets.

Now the company is ready to expand new-customer growth, increase share of wallet, and build a more repeatable sales motion. This role is part seller, part coach, and part architect: you’ll own meaningful revenue directly while helping junior sellers improve how they prospect, qualify, navigate stakeholders, and close.

Role Snapshot

• Location: Remote within the United States
• Territory: Nationwide U.S.
• Employment Type: Full-time
• Compensation: $110,000–$120,000 base salary with a 50⁄50 split; target OTE around $220,000, with stretch potential around $240,000
• Travel: As needed for industry events, trade shows, and key customer meetings
• Team Scope: Lead and coach a small sales team, including junior sellers and SDR support
• Individual Quota: Expected around $300,000–$400,000

What You Will Own

Carry and Close Your Own Book

• Build a nationwide pipeline across public-sector and commercial accounts.
• Prospect, qualify, run discovery, navigate stakeholders, and close new business.
• Sell safety training, compliance, and software-enabled training solutions into EMS, fire, fleet, logistics, warehouse, transportation, and related environments.
• Manage deal sizes that commonly range from $5,000–$20,000, with larger opportunities reaching roughly $75,000 and some government deals requiring longer procurement cycles.
• Engage buyers ranging from day-to-day safety and training operators to fleet executives, finance leaders, and other senior stakeholders.
• Develop partnerships with insurance, risk, safety, membership, and industry organizations.
• Represent the company at trade shows and industry events.

Coach and Build the Sales Team

• Coach junior AEs and SDR-level talent through call reviews, deal strategy, shadowing, and timely feedback.
• Help sellers improve qualification, objection handling, stakeholder mapping, follow-up, and close strategy.
• Support recovery plans for stalled deals and complex multi-stakeholder opportunities.
• Create a practical sales playbook, operating cadence, scripts, messaging, and repeatable process.
• Keep HubSpot clean, accurate, and useful for forecasting and team visibility.
• Report pipeline, forecast, and revenue progress to executive leadership.
• Help hire and onboard future sellers as the function grows.

What Makes You a Strong Fit

• You have 5+ years of Account Executive or sales leadership experience in public-sector, government-adjacent, commercial SaaS, training, compliance, fleet, transportation, safety, risk, or another transferable B2B environment.
• You have owned complex, multi-stakeholder sales cycles and can show evidence of creating pipeline, advancing deals, and closing business.
• You have directly managed or meaningfully coached BDRs, SDRs, junior AEs, or early-career sales talent.
• You are still energized by selling yourself—not just inspecting someone else’s forecast.
• You know how to operate in a small-team, resource-conscious environment where the playbook is still being built.
• You are comfortable selling to practical operators as well as executive and finance stakeholders.
• You can work effectively in a remote environment with strong discipline around follow-through, CRM hygiene, and communication.
• You have a bachelor’s degree or equivalent college education.

Backgrounds That May Transfer Well

You do not need to come from one exact industry to be credible here. Strong fits may come from environments such as:

• Public sector, local government, or government-adjacent sales
• Fleet, transportation, logistics, delivery, warehouse, or vehicle-intensive operations
• EMS, fire, emergency services, or public safety markets
• Safety, compliance, workforce training, or certification-based solutions
• Vertical SaaS or recurring-revenue products sold into operational teams
• Insurance, risk management, brokers, associations, or member organizations

Why This Role Is Different

This is not a large-company sales management role where every process, enablement asset, and resource already exists. It is a builder role for someone who wants ownership.

You will have the chance to influence the sales motion at a company with an established customer base, a real market need, upgraded technology, and executive attention on growth. For the right person, this can be a step toward broader sales leadership as the team scales.

Compensation

The base salary range is $110,000–$120,000 annually, with a 50⁄50 base-variable structure and target OTE around $220,000.

At Urrly, fairness matters. We use AI to review every application against the same clear requirements for the role. Candidates are evaluated only on job-related factors such as skills, certifications, and experience, not personal attributes.

Apply now and get a response within 24 hours.

At Gurobi Optimization, we’re on a mission!

A mission that focuses on mathematical optimization. We empower our customers to expand their use of mathematical optimization technology in order to make smarter decisions and solve some of the world’s toughest and most impactful business problems. We’re looking for passionate, dedicated, innovative game-changers to join our team and drive the future of Gurobi.

As a Technical Account Manager (TAM) at Gurobi Optimization, your role primarily involves guiding prospective customers in integrating mathematical optimization technology into enterprise-grade software solutions. This goes far beyond technical advice. You bring clarity, build confidence, and drive progress for everyone along the customer journey.

We are a heterogeneous team of people who care about our work, our customers, and each other. You will join a team that takes ownership and turns ideas into real impact. We value quality and thoughtful work, and we share knowledge openly so that everyone can grow. We also care about balance and wellbeing, and we work together as one global team. If you are looking for a role where you can think deeply, act independently, and collaborate closely, this is a great place to grow.

Technical Account Management at Gurobi is part of the sales organization. We are a team of product and technology experts who partner closely with sales to help drive new business and deliver value to our customers. Technical Account Managers use their expertise to guide key implementation decisions and system architecture. The most important focus of this role is to ensure the efficient utilization of our optimization technology, maximizing business value while considering cost-effectiveness and scalability.

You will collaborate closely with our Account Managers, Experts Advisory and Support, Research and Development, and Marketing teams. You will gain exposure to a wide range of industries and real-world optimization problems, facilitating continuous growth within this role. You can expect a role with real impact on business outcomes and close connection to sales success.

Effective communication skills are essential for Technical Account Managers who interact with diverse audiences, ranging from business decision-makers to technical domain experts. With an analytical mindset and a dedication to knowledge acquisition, Technical Account Managers aim to become trusted advisors throughout the customer engagement process.

You will drive customer success by leading technical conversations with curiosity and a strong focus on understanding the full situation. You will provide guidance on architecture, implementation, and scalability, and help customers build solid and honest business cases. A key part of your work will be delivering workshops, trainings, and demonstrations that make complex topics clear and relevant.

You will be part of a culture that combines high standards with a supportive and human environment. As a new Technical Account Manager at Gurobi, you will receive 6 months of extensive technical training and peer mentoring from our dedicated team.

This role may not be the right fit if you require clearly defined tasks and strict boundaries instead of open-ended challenges and ownership. It may also not suit you if you are uncomfortable with ambiguity, fast-changing situations, or the need to balance technical depth with business thinking. If you prefer to work mostly independently without active collaboration, knowledge sharing, or feedback, you may not enjoy the way our team operates. Finally, if you are looking for a mainly technical role without connection to sales outcomes or business impact, this position will likely not meet your expectations.

What you will be doing?

• Actively engage in calls and meetings with current and future customers.

• Collaborate and oversee technical discussions in ongoing business opportunities.

• Provide in-depth recommendations on architecture, sizing, implementation and scalability.

• Offer coaching and presentations in customized workshops, webinars, and hands-on training sessions.

• Assist prospective customers to build solid and honest business cases.

• Create and present materials to showcase product functionality and performance.

• Take the lead in internal initiatives to improve our processes, systems, and tools.

• Leverage your technical expertise as a subject matter expert within the team.

• Act as a dedicated team player within our global group, emphasizing mutual support and knowledge sharing as key priorities.

What experience and qualifications should you have?

• We are looking for people with a technical background related to our field, but not necessarily in the same role. This role calls for a strong understanding of how mathematical optimization empowers customers to build effective decision intelligence solutions. We typically look for at least 3 to 5 years of professional experience, including around 3 years in optimization systems and/or data science.

• We are looking for a master’s degree or higher in operations research, computer science, engineering, mathematics, or equivalent work experience.

• Communication is essential in this role. We are looking for strong proficiency in both written and spoken English. Additional languages are a plus.

What skills, abilities, and behaviors should you have?

The Technical Account Manager role is largely defined by how we work, not just what we do.

• A hands-on, execution-oriented mindset, with a willingness to actively engage and drive work through to completion.

• A strong focus on quality, with an emphasis on producing clear, thoughtful, and useful work.

• A proactive problem-solving mindset combined with meticulous attention to detail.

• A high level of emotional intelligence, particularly in self-awareness, empathy, and self-motivation.

• A curious approach, viewing each new situation as an opportunity to learn and improve.

• Clear and effective communication that enables others to understand and move forward with confidence, along with meaningful contributions to conversations through both speaking up and attentive listening.

• An interest in building communication bridges between technical roles and business executives.

• A motivation to learn, grow, and contribute to both individual success and overall team success.

• The ability to thrive in a fully remote work environment, balancing flexibility with discipline.

• A willingness to travel approximately 1–2 times per month.

• The ability to participate in meetings across global time zones within reasonable expectations, including occasional early or late hours when necessary.

• Consistent adherence to and support of company policies and procedures.

What other requirements should you have?

• Proficiency in at least two Gurobi API languages (such as C, C++, Java, Python, C#, or VB.NET) is required.

• A basic understanding of IT and software engineering topics, including networking, web technologies, and general software engineering concepts, is expected.

• Familiarity with Microsoft 365 products is assumed.

• The role requires the ability and willingness to quickly learn and use Salesforce as needed.

• A basic understanding of Generative AI, along with an interest in further developing knowledge in this area, is also expected.

Your Alignment with our Gurobi Core Values:

• Customer Focus: Verbal & written communication skills that bring clarity and build trust.

• Power of the Team:Motivated with a team-oriented mindset that aims to both inspire and be inspired by others.

• Innovation: The courage to bring ideas forward and see yourself as an integral part of our global team.

• Dedication:Organized and agile, focusing on meeting professional objectives while promoting a healthy work/life balance.

• Integrity:Promise to uphold honesty as your compass and conduct all business practices with an ethical mindset and fiscal responsibility.

Gurobi Optimization is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, age, disability, protected veteran status, or any other characteristic protected by law.

Gurobi Optimization is an E-Verify employer. As part of our hiring process, we utilize the federal E-Verify program to verify the employment eligibility of all newly hired employees. For additional information regarding E-Verify, please visit www.e-verify.gov.

Company

Founded by CPAs, tax attorneys, and engineers, Taxbit is the leading innovator automating global tax reporting for the digital economy. Taxbit’s AI-enabled platform streamlines compliance related to digital assets, payments, and other financial transactions. Its unique combination of deep subject matter expertise and AI-forward technology have made it a fast-growing disruptor trusted by the world’s leading fintechs, marketplaces, digital asset players, Big 4 accounting firms, traditional enterprises, and government agencies. Backed by top-tier Silicon Valley VCs, Taxbit’s team is located across offices in San Francisco, New York, Seattle, Salt Lake City, London, Madrid, and Singapore.

Opportunity for Impact

Taxbit is seeking an Enterprise Account Executive, reporting to the Head of Sales, to drive new logo acquisition across leading crypto, fintech and marketplace firms globally. This role is central to Taxbit’s growth as tax information reporting requirements rapidly expand across new jurisdictions, regulatory regimes, and product categories. The ideal candidate brings a strong blend of enterprise sales execution, strategic account development, and intellectual curiosity to understand complex, global, multi-product organizations. Success in this role requires the ability to navigate large enterprises, build relationships across product, tax, finance, and engineering stakeholders, and position Taxbit as the trusted compliance infrastructure for modern digital businesses.

Key Responsibilities

• Drive new logo revenue by identifying, engaging, and closing new enterprise customers across crypto, fintech and marketplaces globally
• Build and manage a disciplined pipeline through a combination of strategic outbound prospecting, partner collaboration, and marketing-driven opportunities.
• Conduct deep prospect research to understand company business models, regulatory exposure, and operational workflows that create tax information reporting obligations, and convert those insights into new customer opportunities.
• Lead complex enterprise sales cycles from initial discovery through contract execution, including multi-threaded stakeholder engagement across tax, finance, product, compliance, and engineering teams.
• Develop and execute strategic account plans for target prospects, identifying key decision-makers, economic buyers, and internal champions to accelerate deal velocity.
• Deliver compelling executive-level presentations that position Taxbit as the trusted compliance infrastructure for modern digital businesses navigating global tax information reporting requirements.
• Collaborate closely with Marketing, Partnerships, Product, and Technical SMEs to align messaging, validate solution fit, and successfully progress opportunities through the sales process.
• Ensure smooth customer transitions to Customer Success following deal close, setting the foundation for long-term adoption, partnership, and future expansion.
• Develop deep expertise in Taxbit’s platform and global tax information reporting frameworks (including 1099 reporting, DAC8, CARF, and other emerging regulations) to effectively advise prospects and differentiate Taxbit in the market.

Required Qualifications

• Proven experience as a Top Performer Account Executive or in a similar role
• 5-8+ years as a full-cycle Enterprise Account Executive (will consider mid-market AE Top Performers)
• Demonstrated success closing $100K+ ACV enterprise deals
• Consistent internal promotions or demonstrated career progression
• No short stints at companies (very few or none under 2-3 years)
• Strong background in fintech, crypto, payments, marketplaces, or regulated SaaS, or equivalent experience selling into highly regulated financial environments
• Exceptional analytical skills with the ability to translate regulatory complexity into revenue strategy
• Outstanding customer communication and executive presence
• Demonstrated ability to lead and influence deeply cross-functional teams
• Exceptional written and verbal communication skills
• Comfort operating in a fast-paced, highly regulated, and rapidly evolving market
• Willingness to travel as needed

Compensation & Benefits

The base salary range for this role is $94,000-$160,000. Certain roles may be eligible for incentive compensation, equity, and benefits. Actual compensation will vary depending on various job-related factors, including, but not limited to location, experience, level, and job qualifications.

Benefits & Perks

• Competitive cash compensation (based on experience)
• Equity (RSUs)
• Competitive benefits package
• A modern 401(k) plan that includes access to crypto, financial wellness benefits, low fees and more
• Hybrid working model: 3 days in-office, 2 days WFH/flexible
• Monday team lunches, snacks and drinks
• Discretionary Time Off - enjoy the flexibility to rest, refuel, and recharge
• Paid parental leave to bond with your child
• Fertility Benefit
• Autonomous work and flexibility in how work is performed

Taxbit in the News

• Bybit Collaborates with Taxbit to Ensure Seamless Financial Compliance for Global and EU Users
• Taxbit Expands Global Platform to Power CARF/DAC8 Compliance at Scale
• Taxbit Unveils Industry-First Global Reporting Platform, Bridging Digital and Traditional Finance
• Taxbit Wins the Digital Banker’s 2025 Digital Assets Award for Best Technology Solution Provider for Digital Assets - Tax & Compliance Automation
• Taxbit Named to 2024 Deloitte Technology Fast 500™ List of Fastest-Growing Companies in North America
• Taxbit Appoints Former OECD Advisor Colby Mangels as Global Head of Government Solutions
• Unlocking Compliance at Scale: CARF/DAC8 Reporting for Digital Asset Platforms

Disclaimers

• By submitting an application for this role, you certify that the information contained in the application is correct to the best of your knowledge. You understand that to falsify information is grounds for refusing to hire you, or for discharge should you be hired.
• For US roles, employment with the Company is at will unless otherwise stated in a written agreement signed by the CEO of the Company.  This means that either the Company or the employee can terminate the employment at any time and for any reason, with or without notice.

At Gurobi Optimization, we’re on a mission!

A mission that focuses on mathematical optimization. We empower our customers to expand their use of mathematical optimization technology in order to make smarter decisions and solve some of the world’s toughest and most impactful business problems. We’re looking for passionate, dedicated, innovative game-changers to join our team and drive the future of Gurobi.

As a Technical Account Manager (TAM) at Gurobi Optimization, your role primarily involves guiding prospective customers in integrating mathematical optimization technology into enterprise-grade software solutions. This goes far beyond technical advice. You bring clarity, build confidence, and drive progress for everyone along the customer journey.

We are a heterogeneous team of people who care about our work, our customers, and each other. You will join a team that takes ownership and turns ideas into real impact. We value quality and thoughtful work, and we share knowledge openly so that everyone can grow. We also care about balance and wellbeing, and we work together as one global team. If you are looking for a role where you can think deeply, act independently, and collaborate closely, this is a great place to grow.

Technical Account Management at Gurobi is part of the sales organization. We are a team of product and technology experts who partner closely with sales to help drive new business and deliver value to our customers. Technical Account Managers use their expertise to guide key implementation decisions and system architecture. The most important focus of this role is to ensure the efficient utilization of our optimization technology, maximizing business value while considering cost-effectiveness and scalability.

You will collaborate closely with our Account Managers, Experts Advisory and Support, Research and Development, and Marketing teams. You will gain exposure to a wide range of industries and real-world optimization problems, facilitating continuous growth within this role. You can expect a role with real impact on business outcomes and close connection to sales success.

Effective communication skills are essential for Technical Account Managers who interact with diverse audiences, ranging from business decision-makers to technical domain experts. With an analytical mindset and a dedication to knowledge acquisition, Technical Account Managers aim to become trusted advisors throughout the customer engagement process.

You will drive customer success by leading technical conversations with curiosity and a strong focus on understanding the full situation. You will provide guidance on architecture, implementation, and scalability, and help customers build solid and honest business cases. A key part of your work will be delivering workshops, trainings, and demonstrations that make complex topics clear and relevant.

You will be part of a culture that combines high standards with a supportive and human environment. As a new Technical Account Manager at Gurobi, you will receive 6 months of extensive technical training and peer mentoring from our dedicated team.

This role may not be the right fit if you require clearly defined tasks and strict boundaries instead of open-ended challenges and ownership. It may also not suit you if you are uncomfortable with ambiguity, fast-changing situations, or the need to balance technical depth with business thinking. If you prefer to work mostly independently without active collaboration, knowledge sharing, or feedback, you may not enjoy the way our team operates. Finally, if you are looking for a mainly technical role without connection to sales outcomes or business impact, this position will likely not meet your expectations.

What you will be doing?

• Actively engage in calls and meetings with current and future customers.

• Collaborate and oversee technical discussions in ongoing business opportunities.

• Provide in-depth recommendations on architecture, sizing, implementation and scalability.

• Offer coaching and presentations in customized workshops, webinars, and hands-on training sessions.

• Assist prospective customers to build solid and honest business cases.

• Create and present materials to showcase product functionality and performance.

• Take the lead in internal initiatives to improve our processes, systems, and tools.

• Leverage your technical expertise as a subject matter expert within the team.

• Act as a dedicated team player within our global group, emphasizing mutual support and knowledge sharing as key priorities.

What experience and qualifications should you have?

• We are looking for people with a technical background related to our field, but not necessarily in the same role. This role calls for a strong understanding of how mathematical optimization empowers customers to build effective decision intelligence solutions. We typically look for at least 3 to 5 years of professional experience, including around 3 years in optimization systems and/or data science.

• We are looking for a master’s degree or higher in operations research, computer science, engineering, mathematics, or equivalent work experience.

• Communication is essential in this role. We are looking for strong proficiency in both written and spoken English. Additional languages are a plus.

What skills, abilities, and behaviors should you have?

The Technical Account Manager role is largely defined by how we work, not just what we do.

• A hands-on, execution-oriented mindset, with a willingness to actively engage and drive work through to completion.

• A strong focus on quality, with an emphasis on producing clear, thoughtful, and useful work.

• A proactive problem-solving mindset combined with meticulous attention to detail.

• A high level of emotional intelligence, particularly in self-awareness, empathy, and self-motivation.

• A curious approach, viewing each new situation as an opportunity to learn and improve.

• Clear and effective communication that enables others to understand and move forward with confidence, along with meaningful contributions to conversations through both speaking up and attentive listening.

• An interest in building communication bridges between technical roles and business executives.

• A motivation to learn, grow, and contribute to both individual success and overall team success.

• The ability to thrive in a fully remote work environment, balancing flexibility with discipline.

• A willingness to travel approximately 1–2 times per month.

• The ability to participate in meetings across global time zones within reasonable expectations, including occasional early or late hours when necessary.

• Consistent adherence to and support of company policies and procedures.

What other requirements should you have?

• Proficiency in at least two Gurobi API languages (such as C, C++, Java, Python, C#, or VB.NET) is required.

• A basic understanding of IT and software engineering topics, including networking, web technologies, and general software engineering concepts, is expected.

• Familiarity with Microsoft 365 products is assumed.

• The role requires the ability and willingness to quickly learn and use Salesforce as needed.

• A basic understanding of Generative AI, along with an interest in further developing knowledge in this area, is also expected.

Your Alignment with our Gurobi Core Values:

• Customer Focus: Verbal & written communication skills that bring clarity and build trust.

• Power of the Team:Motivated with a team-oriented mindset that aims to both inspire and be inspired by others.

• Innovation: The courage to bring ideas forward and see yourself as an integral part of our global team.

• Dedication:Organized and agile, focusing on meeting professional objectives while promoting a healthy work/life balance.

• Integrity:Promise to uphold honesty as your compass and conduct all business practices with an ethical mindset and fiscal responsibility.

Gurobi Optimization is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, age, disability, protected veteran status, or any other characteristic protected by law.

Gurobi Optimization is an E-Verify employer. As part of our hiring process, we utilize the federal E-Verify program to verify the employment eligibility of all newly hired employees. For additional information regarding E-Verify, please visit www.e-verify.gov.

Company

Founded by CPAs, tax attorneys, and engineers, Taxbit is the leading innovator automating global tax reporting for the digital economy. Taxbit’s AI-enabled platform streamlines compliance related to digital assets, payments, and other financial transactions. Its unique combination of deep subject matter expertise and AI-forward technology have made it a fast-growing disruptor trusted by the world’s leading fintechs, marketplaces, digital asset players, Big 4 accounting firms, traditional enterprises, and government agencies. Backed by top-tier Silicon Valley VCs, Taxbit’s team is located across offices in San Francisco, New York, Seattle, Salt Lake City, London, Madrid, and Singapore.

Opportunity for Impact

Taxbit is seeking an Enterprise Account Executive, reporting to the Head of Sales, to drive new logo acquisition across leading crypto, fintech and marketplace firms globally. This role is central to Taxbit’s growth as tax information reporting requirements rapidly expand across new jurisdictions, regulatory regimes, and product categories. The ideal candidate brings a strong blend of enterprise sales execution, strategic account development, and intellectual curiosity to understand complex, global, multi-product organizations. Success in this role requires the ability to navigate large enterprises, build relationships across product, tax, finance, and engineering stakeholders, and position Taxbit as the trusted compliance infrastructure for modern digital businesses.

Key Responsibilities

• Drive new logo revenue by identifying, engaging, and closing new enterprise customers across crypto, fintech and marketplaces globally
• Build and manage a disciplined pipeline through a combination of strategic outbound prospecting, partner collaboration, and marketing-driven opportunities.
• Conduct deep prospect research to understand company business models, regulatory exposure, and operational workflows that create tax information reporting obligations, and convert those insights into new customer opportunities.
• Lead complex enterprise sales cycles from initial discovery through contract execution, including multi-threaded stakeholder engagement across tax, finance, product, compliance, and engineering teams.
• Develop and execute strategic account plans for target prospects, identifying key decision-makers, economic buyers, and internal champions to accelerate deal velocity.
• Deliver compelling executive-level presentations that position Taxbit as the trusted compliance infrastructure for modern digital businesses navigating global tax information reporting requirements.
• Collaborate closely with Marketing, Partnerships, Product, and Technical SMEs to align messaging, validate solution fit, and successfully progress opportunities through the sales process.
• Ensure smooth customer transitions to Customer Success following deal close, setting the foundation for long-term adoption, partnership, and future expansion.
• Develop deep expertise in Taxbit’s platform and global tax information reporting frameworks (including 1099 reporting, DAC8, CARF, and other emerging regulations) to effectively advise prospects and differentiate Taxbit in the market.

Required Qualifications

• Proven experience as a Top Performer Account Executive or in a similar role
• 5-8+ years as a full-cycle Enterprise Account Executive (will consider mid-market AE Top Performers)
• Demonstrated success closing $100K+ ACV enterprise deals
• Consistent internal promotions or demonstrated career progression
• No short stints at companies (very few or none under 2-3 years)
• Strong background in fintech, crypto, payments, marketplaces, or regulated SaaS, or equivalent experience selling into highly regulated financial environments
• Exceptional analytical skills with the ability to translate regulatory complexity into revenue strategy
• Outstanding customer communication and executive presence
• Demonstrated ability to lead and influence deeply cross-functional teams
• Exceptional written and verbal communication skills
• Comfort operating in a fast-paced, highly regulated, and rapidly evolving market
• Willingness to travel as needed

Compensation & Benefits

The base salary range for this role is $94,000-$160,000. Certain roles may be eligible for incentive compensation, equity, and benefits. Actual compensation will vary depending on various job-related factors, including, but not limited to location, experience, level, and job qualifications.

Benefits & Perks

• Competitive cash compensation (based on experience)
• Equity (RSUs)
• Competitive benefits package
• A modern 401(k) plan that includes access to crypto, financial wellness benefits, low fees and more
• Hybrid working model: 3 days in-office, 2 days WFH/flexible
• Monday team lunches, snacks and drinks
• Discretionary Time Off - enjoy the flexibility to rest, refuel, and recharge
• Paid parental leave to bond with your child
• Fertility Benefit
• Autonomous work and flexibility in how work is performed

Taxbit in the News

• Bybit Collaborates with Taxbit to Ensure Seamless Financial Compliance for Global and EU Users
• Taxbit Expands Global Platform to Power CARF/DAC8 Compliance at Scale
• Taxbit Unveils Industry-First Global Reporting Platform, Bridging Digital and Traditional Finance
• Taxbit Wins the Digital Banker’s 2025 Digital Assets Award for Best Technology Solution Provider for Digital Assets - Tax & Compliance Automation
• Taxbit Named to 2024 Deloitte Technology Fast 500™ List of Fastest-Growing Companies in North America
• Taxbit Appoints Former OECD Advisor Colby Mangels as Global Head of Government Solutions
• Unlocking Compliance at Scale: CARF/DAC8 Reporting for Digital Asset Platforms

Disclaimers

• By submitting an application for this role, you certify that the information contained in the application is correct to the best of your knowledge. You understand that to falsify information is grounds for refusing to hire you, or for discharge should you be hired.
• For US roles, employment with the Company is at will unless otherwise stated in a written agreement signed by the CEO of the Company.  This means that either the Company or the employee can terminate the employment at any time and for any reason, with or without notice.

Req ID:350032 Position SummaryWe are seeking experienced and historically successful Contact Center BPO Sales Hunter for our Agentic AI Customer Service business.

Our Vision & Products 🚀 EverAI — Building the Future of AI Companionship One of the Top 15 Largest & Fastest-Growing AI Companies in the World 50 Million Users in...

Our Vision & Products 🚀 EverAI — Building the Future of AI Companionship One of the Top 15 Largest & Fastest-Growing AI Companies in the World 50 Million Users in...

Our Vision & Products 🚀 EverAI — Building the Future of AI Companionship One of the Top 15 Largest & Fastest-Growing AI Companies in the World 50 Million Users in...

Our Vision & Products 🚀 EverAI — Building the Future of AI Companionship One of the Top 15 Largest & Fastest-Growing AI Companies in the World 50 Million Users in...

Our Vision & Products 🚀 EverAI — Building the Future of AI Companionship One of the Top 15 Largest & Fastest-Growing AI Companies in the World 50 Million Users in...

Our Vision & Products 🚀 EverAI — Building the Future of AI Companionship One of the Top 15 Largest & Fastest-Growing AI Companies in the World 50 Million Users in...

ENTERPRISE ACCOUNT EXECUTIVE, WEST Remote, United States ROLE AND RESPONSIBILITY The mission of the Enterprise Account Executive is to drive revenue growth on a quarterly and annual basis. We want...

ENTERPRISE ACCOUNT EXECUTIVE, WEST Remote, United States ROLE AND RESPONSIBILITY The mission of the Enterprise Account Executive is to drive revenue growth on a quarterly and annual basis. We want...

About Us_

// At Masabi, we’re driving the fare payment revolution, powering the journeys of millions all over the world. We build fare collection platforms that allow riders to seamlessly buy and present tickets for public transport either on their mobile phones, from a ticket machine, or even by tapping their bank card to travel.

Our Justride platform is used in over 250 locations globally, including some of the largest cities in the world. With our industry-first mobile ticketing SDK, we’ve partnered with large players in the transport space, including Uber, Moovit and Transit.

Your own journey is important to us too. Choosing a role here means joining a network of innovators from all walks of life; a group of passionate individuals who consistently deliver. Here, you’ll find the tools you need to build the career you want. Whether you’re taking the direct route or trying a new path, we’ll support you no matter what.

The Role_

// Every city we win begins with a bid. As Head of Bids, you’ll lead the team behind them, creating compelling tenders, from qualification through to submission, clarifications and award, for transit agencies and operators internationally.

This role sits at the centre of how Masabi wins new business. Business Development, Product, Engineering, Services, Legal and Finance all feed into a bid. Your team shapes their input into one answer, built around what the agency has asked for and how they will evaluate it, with the business and technical strategy to match. You will own the pricing and commercial strategy behind it and run the governance that helps the business make the right call at each stage.

You will also build the function itself: the people, the process and the content the team relies on to bid well under real deadlines. Using AI to make the team faster and sharper is part of that, so we win more often in the markets we care about most.

Location_

// This role is available on a remote basis for candidates located anywhere in the UK. Candidates based in London may also work in a hybrid model, with occasional travel to the office.

Responsibilities_

• Lead each bid from qualification through to submission and award, partnering closely with BD and keeping the team on top of quality and deadlines

• Own the pricing and commercial strategy behind every bid, balancing the chance of winning against margin

• Run the governance that helps the business make the right call at each stage, including which opportunities to pursue and which to let go

• Share bid risk and recommendations openly with senior leadership, including where the risk is uncomfortable

• Bring colleagues together across Product, Engineering, Services, Legal and Finance so the technical, commercial and legal content reads as one answer

• Build the function itself: the people, processes, content and tooling, including AI that the team relies on to move faster and win more often

• Plan resourcing across live bids, matching the right people and expertise to each one

• Support, coach and develop the bids team and help each person grow

• Build trusted relationships with colleagues and partners, so what we submit reflects what customers genuinely need

About You_

• You have helped win high-value, competitive bids, and you care about the quality of what goes out the door

• Leading a bids or proposals team is familiar ground, including the process and governance around it

• Pricing strategy is something you can build and explain, including the call you made between winning and margin

• Presenting bid risk to senior leadership does not worry you, including when the recommendation is to walk away

• Sales and procurement both make sense to you, from either side of the table

• Several bids running at once is normal, and the detail stays accurate when deadlines are tight

• You communicate clearly and can bring contributors together across teams, time zones and countries

• Disagreement gets handled with respect, and you can bring a debate to a decision

• AI is part of how you work, not something you tolerate as a bolt-on

• Developing people is something you enjoy, and your feedback tends to land

Nice To Have_

• Familiarity with public procurement for technology solutions

• Experience in public transport, mobility, or another regulated, tender-led sector

• Additional languages, given the range of markets we bid into

• Experience introducing or improving bid tooling, content libraries or knowledge management

AI at Masabi_

// AI is becoming part of how we work at Masabi. You don’t need professional experience using AI tools, but we’d expect you’ve experimented with them and are curious about how they can help you learn, solve problems, and work more effectively.

Some of Our Benefits_

• 25 days of holiday per year plus the option to buy another 5 days, pro-rated

• Private healthcare via AXA, including pre-existing conditions and mental health

• Life insurance

• Menopause support

• Choice of workstation

• The ability to work for up to 3 months per year from any country in the world (certain limitations apply)

• Pension scheme

• Training allowance of up to £1000 per year

• £200 annual allowance for any home office need or improvement

• Enhanced family leave pay

• Cycle to work scheme

• Regular social gatherings with a monthly allowance for each employee

• A fun and collaborative environment with a focus on making a difference in the world

Why Masabi_

// Join Masabi and be part of a team that’s at the forefront of urban mobility innovation. We offer a dynamic and supportive environment where your skills in writing compelling proposals and managing complex bid processes can make a significant impact. Be a part of our journey to transform transit systems around the globe.

Careers at Masabi are for people going places - driven by a mission to make transit fair and accessible for all.

// We are a network of innovators from all walks of life, passionate about making a difference. At Masabi, we operate with openness and trust, creating an environment where everyone feels empowered to bring their whole, authentic selves to work.

Whoever you are, just be yourself.

// We welcome applications from underrepresented groups, including disabled and neurodivergent people, and can make adjustments at any stage of the process. You’re also welcome to share your pronouns whenever you feel comfortable. Together, we simplify journeys, remove barriers, and improve daily life for millions.

Why Join Masabi?

• Driven by Purpose – We believe in journeys made simple. The work isn’t always easy, but the best things never are.

• Encouraged to Accelerate – Masabi is going places and our people are in the driving seat. Whether you’re taking the direct route or exploring new paths, we support your journey.

• Advancing with Empathy – We put people first and foster a culture of learning, not blame. No matter your cargo, we share the load.

We’re already powering journeys - are you ready to join us?