FlexHired LogoFlexHired
Logo of Tailscale

Tailscale

Test Automation Engineer

Job Summary

The role involves designing, building, and maintaining automated test frameworks for applications across multiple platforms, including mobile and desktop. The candidate will collaborate with product and engineering teams to develop comprehensive test plans, automate error-prone functionalities, and integrate tests into continuous integration pipelines. Requirements include 5+ years of experience in software testing with a focus on automation, familiarity with CI/CD processes, and programming skills in Python, JavaScript, or Go. The company offers a fully remote, inclusive environment with comprehensive benefits and professional growth opportunities.

Required Skills

Troubleshooting
Security Testing
Test Automation
Version Control
Continuous Integration
Network Protocols
Containerization (Docker, Kubernetes)
Network Traffic Analysis
Cross-platform Testing
Mobile Application Testing
VPN Technologies
Programming (Python, JavaScript, Go)
Automated Testing Frameworks
Desktop Application Testing
Network Simulation
Device Lab Management

Benefits

Health Insurance
Paid Time Off
Parental Leave
Dental Insurance
Vision Insurance
Company Retreats
Professional Development Budget
Home Office Setup Reimbursement
Mentorship and Coaching
Internal Promotion Opportunities
Work-from-Anywhere Flexibility

Job Description

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 seeking a talented and motivated full-time Test Automation Engineer to join our growing team. You will work as part of the engineering team to:

  • Design, build, and maintain robust automated testing frameworks for our apps across Windows, macOS, iOS, tvOS, Android, and Linux platforms, ensuring scalable and maintainable test architecture.
  • Ensure automated test plan coverage for our growing feature set, working closely with product and engineering to understand new and existing features.

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

  • Design, implement, and maintain automated test frameworks for our applications across multiple platforms.
  • Integrate automated test suites into continuous integration pipelines to ensure consistent and reliable testing.
  • Identify high priority or error prone functionality to automate.
  • Collaborate with product and engineering teams to understand new features and ensure comprehensive test coverage.
  • Develop and execute test plans, test cases, and test scripts to validate application functionality.
  • Analyze test results and work with the development team to resolve issues.

What We Are Looking For

  • 5+ years of experience in software testing, with a focus on test automation.
  • Experience with mobile and desktop application testing across multiple platforms (Windows, macOS, iOS, Android, Linux).
  • Familiarity with continuous integration and deployment (CI/CD) processes and tools.
  • Knowledge of programming languages such as Python, JavaScript, or Go for writing test scripts and automation.
  • Strong understanding of TCP/IP, DNS, routing protocols, firewalls, and VPN technologies with ability to analyze network traffic and troubleshoot connectivity issues.
  • Excellent written and verbal communication skills with experience creating detailed test documentation, bug reports, and technical specifications for both technical and non-technical stakeholders.
  • Strong analytical and problem-solving skills with a keen attention to detail.

Nice to Have

  • Experience with network protocols, VPN technologies, and security testing.
  • Familiarity with Docker, Kubernetes, or container-based testing environments.
  • Knowledge of network simulation tools and techniques for testing networked applications.
  • Experience managing physical device labs, including mobile and desktop devices, for testing purposes.

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
$191,620$273,360 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.

Interested in this job?

Application deadline: Open until filled

Logo of Tailscale

Tailscale

Securely connect to anything on the internet with Tailscale. Deploy a WireGuard®-based VPN to achieve point-to-point connectivity that enforces least privilege.

See more jobs
Date PostedMay 30th, 2025
Job TypeFull Time
LocationRemote (Canada)
Salary$191,620 - $273,360
Exciting remote opportunity (requires residency in Canada) for a Test Automation Engineer at Tailscale. Offering $191,620 - $273,360 (full time). Explore more remote jobs on FlexHired!

Safe Remote Job Search Tips

Verify Employer Thoroughly

Research the company's identity thoroughly before applying. Check for a professional website with contacts, active social media, and LinkedIn profiles. Verify details across platforms and look for reviews on Glassdoor or Trustpilot to confirm legitimacy.

Never Pay to Get a Job

Legitimate employers never require payment for applications, training, background checks, or equipment. Always reject upfront payment requests or demands for bank details, even if they claim it's for purchasing necessary work gear on your behalf.

Safeguard Your Personal Information

Protect sensitive data like SSN, bank details, or ID copies. Share this only after accepting a formal, written job offer. Ensure it's submitted via a secure company system or portal, never through insecure channels like standard email attachments.

Scrutinize Communication & Interviews

Watch for communication red flags: poor grammar, generic emails (@gmail), vague details, or undue pressure. Be highly suspicious of interviews held only via text or chat apps; legitimate companies typically use video or phone calls.

Beware of Unrealistic Offers

If an offer's salary or benefits seem unrealistically high for the work involved, be cautious. Research standard pay for similar roles. Offers that appear 'too good to be true' are often scams designed to lure you into providing information or payment.

Insist on a Formal Contract

Always secure and review a formal, written job offer or employment contract before starting work or sharing final personal details. Ensure it clearly defines your role, compensation, key terms, and conditions to avoid misunderstandings or scams.

Related Jobs

Full Time
$191,620 - $239,850
Remote (Canada)
Full Time
$218,420 - $273,360
Remote (Canada)
Full Time
$218,420 - $273,360
Remote (Canada)
Full Time
$218,420 - $273,360
Remote (Canada)
Full Time
$182,240 - $227,800
Remote (Canada)

Subscribe Newsletter

Never miss a remote job opportunity. Subscribe to our newsletter today and receive exclusive job alerts, career advice, and industry insights delivered straight to your inbox.