New

Manager, Developer Relations

Remote (Canada)

About Tailscale 

Tailscale is building the new Internet 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.

Job Description

We are looking for a technical leader and program scaler to manage our developer advocacy and relations team and help oversee the strategic direction of developer advocacy at Tailscale. You’ll manage a small but growing team that includes our Lead Developer Advocate, Senior Community Manager, and Technical Content Manager, who together scale our Developer Marketing, Relations, and Advocacy across North America, Europe, and beyond.

This is a player/coach role: you’ll not only work with your team to set a vision and roadmap for developer marketing at Tailscale, but you’ll also be expected to roll up your sleeves, speak at conferences, build demos, and represent Tailscale in developer communities and spaces directly.

The ideal candidate has deep empathy for technical users, is highly technical themselves and uses Tailscale, has strong systems-thinking and program management skills, and a track record of scaling developer-facing programs with measurable impact. In many ways, you will be the custodian of Tailscale’s first impression and brand.

Key Responsibilities

  • Lead the team: manage, mentor, and partner with our Lead Developer Advocate, Senior Community Manager, and Technical Content Manager.
  • Be a voice for Tailscale: speak at conferences, run workshops, appear in webinars, and create demo-rich content for a global developer audience. We’re especially looking for someone who can be Tailscale’s leading voice in North America – both in person and feeding into our digital outlets. You’ll be complemented by a teammate who will cover this role in Europe.
  • Scale our programs: build repeatable programs to grow developer awareness, education, and engagement in North America, Europe, and beyond.
  • Get us in the right rooms: improve our talk submission and speaker placement process for key conferences across DevOps, security, infrastructure, IT, and more.
  • Measure and grow: define and track KPIs for developer marketing, relations, and advocacy (e.g., reach, content engagement, brand awareness, community growth, attribution to PLG funnel).
  • Collaborate cross-functionally: partner with engineering, product, growth, sales, customer success, solutions engineering, and marketing teams to ensure developer initiatives are strategic, measurable, relevant, and high-leverage.
  • Evolve our voice: help shape how Tailscale shows up in the technical world with clarity, authenticity, and technical nerdiness.

What We Are Looking For

  • Proven expertise: minimum of 5-8+ years in developer-facing roles, including 2+ years in a lead or senior role with a measurable track record of impact
  • Technical aptitude: experience using Tailscale and technical depth in networking, infrastructure, security, and/or developer tools
  • Storytelling: excellent public speaking and technical storytelling skills. Experience with conference CFPs and securing high-visibility speaking slots
  • Program management: you think in systems, templates, and repeatable playbooks
  • People management: a strong desire to be a best-in-class people manager. We want someone who is excited and passionate about being a people manager and has experience mentoring and developing DevRel talent
  • International: demonstrated success growing developer awareness outside of North America and measuring this impact
  • Outcome-orientation: familiarity with key Developer Marketing KPIs and a perspective on how best to track individual and team performance

Nice to Have

  • You are a Tailscale power-user and already a Tailscale advocate
  • Prior experience as a software engineer or SRE
  • Strong presence on dev-focused platforms (e.g., GitHub, Mastodon, YouTube, Reddit, Stack Overflow)
  • Experience building or contributing to open source communities
  • Previous people 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.

CAN Pay Ranges

$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!
  • All-remote with the opportunity to work from anywhere—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). 
  • Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK. 
  • 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 $1000 USD to customize your workstation to make it your own. 
  • Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. 

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.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter*

Accepted file types: pdf, doc, docx, txt, rtf

Select...

Please note, you must reside in Canada to be considered for this position. We are not currently providing relocation support for this role. 

Select...

Please note, you must legally be able to work in Canada to be considered for this position. We are not currently able to provide immigration support for this role. 

Select...

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.

Select...
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.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

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?

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
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.