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Solutions Engineer - Commercial (New Business)
Tailscale · Remote (United States)
$150k–200k
32 days ago
♡
Solutions Engineer - Commercial (Expansion Sales)
Tailscale · Remote (United States)
$150k–200k
42 days ago
♡
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Solutions Engineer - Commercial (New Business)
Tailscale · Remote (United States)
Pay
$150k–200k
Setting
Remote
Remote (United States)
Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
Software Engineer, Strategic Projects
Tailscale · Remote (United States)
Pay
$163k–226k
Setting
Remote
Remote (United States)
Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
Analytics Engineer, Data
Tailscale · Remote (United States)
Pay
$152k–190k
Setting
Remote
Remote (United States)
Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
Engineering Manager, Control Plane
Tailscale · Remote (United States)
Pay
$206k–257k
Setting
Remote
Engineering Manager, Control Plane
Remote (United States)
Apply
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
We’re seeking a talented and motivated full-time Software Engineering Manager to join our growing team. You will work as part of the engineering team to:
Provide guidance, mentorship, and career development for a team of software engineers.
Contribute toward the success of our Product organization which includes Engineering, Product Management, and Design. We operate in Pods of 2-4 engineers plus a Product Manager and Designer, and each Engineering Manager handles 2-3 such Pods.
Pods work across the codebase to implement features, address shortcomings, and answer customer requests.
Provide technical direction in projects as needed, as well as growing the technical leadership capabilities of the engineers reporting to you.
Help in growing the organization: interviewing and recruiting, guiding the development of the engineering culture, developing processes as we grow.
Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.
Key Responsibilities
Experience as a people manager: we are not yet at a size and level of maturity as an engineering org to provide the training and support for someone new in the management role.
Achieve significant business outcomes through cross-functional collaboration with product managers, data scientists, and designers
Help your team to improve their performance, the quality of their work; make major design decisions
Hire, nurture, and oversee a team of engineers while fostering an atmosphere of psychological well-being, embracing diversity and promoting inclusion.
Lead a team responsible for managing a critical production service, including operational concerns (monitoring, alerting, on call, etc)
Manage healthy conflict by moderating design discussions and cultivating a positive culture of feedback with candor and kindness
Collaborate with interdisciplinary teams across the organization to complete complex projects spanning multiple technical domains
Drive planning across multiple time horizons, from immediate tactical needs to long-term strategic direction.
What We Are Looking For
Demonstrated leadership with substantial experience in managing and mentoring Engineering teams, including performance evaluations, career development, and fostering a collaborative work environment
Background building and operating production services with high availability and performance targets.
Expertise managing on call rotations and incident response
A highly technical manager, able to independently evaluate complex technical tradeoffs in design conversations while leaning on experts in the team for design and implementation
Experience developing in Go, used for much of the system
Ability to give and process constructive feedback, as well as work independently
Flexibility to adjust to the dynamic nature of a startup
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
$206,000 - $257,000 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.
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Please note, you must legally be able to work in the United States to be considered for this position. We are not currently able to provide immigration support for this role. If you intended to apply for employment in another country where we are hiring, please return to our careers page and apply to the correct country’s job post for this role.
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Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
Software Engineer, Networking (Edge)
Tailscale · Remote (United States)
Pay
$163k–204k
Setting
Remote
Software Engineer, Networking (Edge)
Remote (United States)
Apply
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
We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the engineering team to:
Utilize extensive network engineering knowledge coupled with software development and SRE/DevOps proficiency to design, construct, and oversee Tailscale’s global Funnel and DERP relay infrastructure.
Promote operational excellence and automation to guarantee the scalability, high availability, and performance of hosted services.
Offer architectural guidance and troubleshoot escalated networking problems for customers to address intricate connectivity issues.
Partner with internal engineering and product groups to advance hosted services and clients, ensuring updates provide broad value to our customer base.
Support network connectivity capabilities and features by contributing to the open-source client code and developing the Tailscale product dataplane.
Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.
Key Responsibilities
Design, construct, evaluate, and provide documentation for networking features, connectivity solutions, and the open-source client-code network dataplane.
Enhance and iterate on product capabilities, specifically focusing on Funnel and DERP relay infrastructures and their associated network protocols.
Investigate and rectify complex, escalated network difficulties encountered across diverse technical environments.
Maintain accountability for Tailscale's live services by integrating observability, engaging in incident management, and managing technical support escalations.
Evaluate and boost the performance, reliability, and scaling capabilities of our networking resources and systems.
Apply a security-centric approach to every stage of development, from initial design to final implementation of networking components.
What We Are Looking For
Proven track record in networking software development and troubleshooting
Expertise in core networking principles such as VPNs, NAT traversal, routing, and IP addressing
Experience with distributed systems, maintaining global-scale services, and applying SRE & DevOps methodologies
Most of the systems are developed in the Go programming language. Experience with Go is highly desired.
Strong interpersonal skills for exchanging constructive feedback and the autonomy to work solo
Adaptability to thrive within a fast-paced startup environment
Superior communication abilities, both in writing and speaking
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
$163,000 - $204,000 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.
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LinkedIn Profile*
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Are you located in or willing to relocate to the United States?*
Select...
Please note, you must reside in the United States to be considered for this position. We are not currently providing relocation support for this role. If you intended to apply for employment in another country where we are hiring, please return to our careers page and apply to the correct country’s job post for this role.
Will you now or at any point in the future require visa sponsorship to work in the United States?*
Select...
Please note, you must legally be able to work in the United States to be considered for this position. We are not currently able to provide immigration support for this role. If you intended to apply for employment in another country where we are hiring, please return to our careers page and apply to the correct country’s job post for this role.
How many years of working as a software engineer directly supporting a production system do you have? *
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5-10
10+
Why are you interested in joining Tailscale? Thoughtful responses are encouraged.*
We're always curious - have you used Tailscale before?*
Select...
I have read and understand Tailscale's "Candidate Privacy Policy" and "AI Guidelines" regarding the collection and use of my personal information and use of AI tools in the hiring and interviewing process. These can also be reviewed on the Tailscale career site. *
Select...
Candidate Privacy Policy
AI Policy
Address Line 1*
Address Line 2 (Optional)
City*
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Postal/Zip Code*
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Voluntary Self-Identification
For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Tailscale’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
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If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
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Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
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Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
Solutions Engineer - Commercial (Expansion Sales)
Tailscale · Remote (United States)
Pay
$150k–200k
Setting
Remote
Solutions Engineer - Commercial (Expansion Sales)
Remote (United States)
Apply
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 seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.
Key Responsibilities
Partner with AEs to identify, qualify, and close new Commercial customer opportunities.
Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.
Guide complex multi-stakeholder deals, aligning technical and business objectives.
Provide structured feedback to shape product roadmap and GTM strategy.
Build scalable enablement resources, demo environments, and solution blueprints for the SE team.
What We Are Looking For
4/5+ years in a customer-facing SE/SA role within networking or security software
Proven experience co-owning pipeline and influencing quota outcomes with Sales
Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills
Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)
Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit
Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport)
Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation
Hands-on architecture experience with AWS, GCP, and/or Azure
Excellent communication skills, capable of translating technical features into business value
Experience thriving in high-growth or startup environments
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.
For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.
US Pay Range (OTE)
$150,000 - $200,000 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.
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Please note, you must reside in the United States to be considered for this position. We are not currently able to provide relocation support for this role. If you intended to apply for employment in another country where we are hiring, please return to our careers page and apply to the correct country’s job post for this role.
Will you now or at any point in the future require visa sponsorship to work in the United States?*
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Please note, you must legally be able to work in the United States to be considered for this position. We are not currently able to provide immigration support for this role. If you intended to apply for employment in another country where we are hiring, please return to our careers page and apply to the correct country’s job post for this role.
How many years of experience do you have in a customer-facing Solutions Engineer, Sales Engineer, or Solutions Architect role supporting networking or security software solutions?*
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Do you have hands-on experience designing and deploying zero-trust networking or secure connectivity solutions in cloud or hybrid environments (AWS, GCP, Azure)?*
Select...
Why are you interested in joining Tailscale? Thoughtful responses are encouraged.*
We're always curious - have you used Tailscale before?*
Select...
I have read and understand Tailscale's "Candidate Privacy Policy" and "AI Guidelines" regarding the collection and use of my personal information and use of AI tools in the hiring and interviewing process. These can also be reviewed on the Tailscale career site. *
Select...
Candidate Privacy Policy
AI Policy
Address Line 1*
Address Line 2 (Optional)
City*
State/Province*
Postal/Zip Code*
Country*
Voluntary Self-Identification
For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Tailscale’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
Gender
Select...
Are you Hispanic/Latino?
Select...
Race & Ethnicity Definitions
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Veteran Status
Select...
Voluntary Self-Identification of Disability
Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 07/31/2029
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
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Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
Software Engineer, AI Enablement
Tailscale · Remote (United States)
Pay
$163k–226k
Setting
Remote
Software Engineer, AI Enablement
Remote (United States)
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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
We're seeking a talented and motivated full-time Software Engineer, AI Enablement to help Tailscale's engineering organization get the most out of AI-assisted development. You'll join a small, high-leverage team reporting to our co-founder, working alongside our first AI enablement engineer to build the tools, workflows, and practices that help every engineer at Tailscale build faster and more safely with AI. This is a foundational role — you'll have real latitude to shape what AI enablement means here as we scale, with direct visibility into how the whole engineering org adopts these tools.
Key Responsibilities
Partner with engineering leadership and Tailscale's technical staff to define and drive our internal AI-enablement roadmap.
Work closely with the team building Aperture by Tailscale, our AI gateway used both internally and offered as a product.
Build and iterate on the tools, workflows, and shared practices that help engineers get real value from coding agents — and evaluate new models and tools, making clear calls on what we adopt.
Partner with engineering and non-engineering teams to find high-leverage opportunities to apply AI — this is a support function, so success means other teams shipping faster because of what you've built.
Establish the guardrails, review practices, and documentation that make AI-generated code safe to ship, and act as the internal advocate who helps teams adopt good practices without mandating a single tool.
Track adoption and measure the real impact of AI tooling on velocity and quality, and report back to leadership.
What We Are Looking For
5+ years of professional software engineering experience
Genuine, daily, hands-on fluency with modern AI coding tools (Claude Code, Codex, Pi, or similar) — real power-user experience, not occasional use
Experience building and shipping internal tools or developer-facing automation
Strong written and verbal communication and internal advocacy skills — comfortable teaching, writing, and influencing engineers at very different comfort levels with AI tooling
A balanced approach — trying to get people to use AI effectively and safely where appropriate. We don't have an 'AI mandate'; we believe that if we make AI both easy to use and safe, people will choose to use it when appropriate.
Comfort with ambiguity and self-directed prioritization on a small, still-forming team
Product or systems thinking — able to identify and prioritize high-leverage opportunities, not just execute a pre-set roadmap
Nice to Have
Prior experience in developer experience, platform engineering, or internal tooling
Experience evaluating or benchmarking LLMs and coding agents
Experience with a systems language such as Go or Rust, in addition to Python
Background in security or code-review practices — helpful for reasoning about AI/agent-generated code, though you don't need to be a security engineer
Experience in developer relations, technical evangelism, or customer-facing developer advocacy — the same skills that make someone effective in external DevRel translate well to driving internal AI adoption
Technical project management experience
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
$163,000 - $226,000 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.
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Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
Disability Status
Select...
PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
Submit application
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Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
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Pay
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Setting
Remote
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Listed by Tailscale for a position based in the United States. Employers on this board attest they are hiring domestically.
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