Technical Content Manager

Remote (United States)

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’re looking for a deeply technical, hands-on Technical Content Writer to help tell Tailscale’s story. Not through abstract messaging, but through code, architecture diagrams, and real-world workflows.

This role is ideal for someone who loves writing for engineers — the kind of person who reads the changelog, spins up local environments, and prefers examples over adjectives. You’ll work closely with our product and engineering teams to uncover technical narratives, break down complex infrastructure use cases, and publish clear, concise, and helpful content for a highly technical audience.

Whether you’re writing about ephemeral node access for CI/CD, just-in-time SSH, or setting up Funnel for webhook testing, you’ll help developers and ops teams understand how Tailscale can fit into — and improve — their workflows.

Key Responsibilities

Create exceptional technical content

  • Write blog posts, product tutorials, and technical guides for developers, platform teams, and infrastructure engineers.
  • Translate deep technical topics like WireGuard tunnels, subnet routing, or SSH access flows into clear, accurate, and engaging writing.
  • Draft diagrams, example configurations, and CLI workflows that pair with your writing.

Work closely with engineering

  • Partner with PMs, engineers, and support to understand the real-world problems our users face — and how they’re solving them with Tailscale.
  • Stay close to the product and experiment hands-on. You’ll often be testing the features you’re writing about.

Support product storytelling

  • Contribute to launch content and product announcements.
  • Help define and evolve Tailscale’s technical voice: developer-first, straightforward, and grounded in real use cases.

Own and grow our technical content library

  • Maintain a high-quality, technically accurate backlog of evergreen content.
  • Collaborate with marketing to distribute content across appropriate channels.

What We Are Looking For

Technical communication skills

  • 3–5 years writing for a technical audience, ideally in infrastructure, dev tools, security, or SaaS.
  • Experience writing content that demonstrates hands-on usage (not just describing features).
  • Comfortable explaining things like peer-to-peer connectivity, ACLs, exit nodes, and ephemeral access.

Hands-on technical understanding

  • Familiarity with Linux networking, SSH workflows, infrastructure-as-code, or modern cloud-native environments.
  • Ability to explore and test the product independently (e.g. installing Tailscale, configuring ACLs, working with the CLI).
  • Bonus if you’ve built side projects or demos using tools like Docker, Kubernetes, GitHub Actions, etc.

Writing and editorial craft

  • Clear, concise writing style with a high bar for technical accuracy.
  • Comfortable editing your own work and iterating quickly based on feedback.
  • Experience collaborating with subject matter experts and translating their knowledge for a broader audience.

Nice if You Have

  • You’ve used Tailscale before (even casually) and are familiar with our value prop.
  • Experience contributing to docs, blogs, or open source projects in a previous role.
  • Background in DevRel, developer tools, or early-stage SaaS.
  • Ability to sketch architecture diagrams, sample code snippets, or GitHub-based demos.
  • An understanding of search and LMM optimization.

 

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 Ranges

$92,000 - $113,000 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!
  • 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 the United States 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 the United States to be considered for this position. We are not currently able to provide immigration support for this role. 

Select...
How many years of experience do you have writing technical content for a developer or infrastructure audience? *
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.