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Tailscale

Content Marketing Specialist

Remote

Canada

Full Time

24-02-2026

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Skills

Kubernetes Product Management Sales Networking SEO Coaching Marketing Content Marketing Web Development

Job Specifications

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 technical and experienced Content Marketing Specialist to join the marketing team at Tailscale. You will be working closely with sales, product marketing, and other marketing teams to transform product positioning and messaging into content. This role will be a good fit if you’re familiar with networking infrastructure, developer tooling, or enterprise security needs, and can communicate technical features as easy-to-digest benefits. Because we’re an early-stage and fully remote company, we’re looking for an individual who is comfortable working asynchronously and thrives in ambiguity.

Key Responsibilities

Participate in the development and refinement of product positioning and messaging, then synthesize it into effective content for a technical audience.
Collaborate with sales, product marketing, growth marketing, web development, design, and more to identify, develop, and produce effective content.
Become an expert on our users and customers, understanding who they are, their pain points, etc.
Create purposeful content that convinces and helps drive sales, including but not limited to: landing pages, one-pagers, case studies, slide decks, white papers, blog posts, ad copy, and more.
Position Tailscale as a thought leader in networking and security, and increase awareness of these issues through impactful content.

What We Are Looking For

A strong writing background as a content writer, with a fluency in the tech industry and highly technical subject matters like networking, Kubernetes, etc.
Experience with solutions at B2B or enterprise technology companies
Experience with networking or security products used in SaaS or cloud environments
A proven track record of collaborating with marketing, product marketing, sales enablement, product management, or a related field
Impeccable writing and editing skills, with participation in feedback cycles being second nature
Ability to adhere to an overall content strategy, product messaging, and product positioning in the work you produce
Comfortable working on multiple work streams simultaneously, juggling different stakeholders and deadlines
Experience with on-page SEO and AEO optimization
Excellent people skills, including the ability to communicate and negotiate effectively

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

$158,120—$198,320 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.
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, and the United Kingdom. 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 integra

About the Company

For teams who want secure, private networks without weeks of setup and configuration, Tailscale makes it easy. Unlike existing corporate VPNs, Tailscale has no upfront cost, minimal latency, and works with their existing services. Know more