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.

We’re seeking a talented and motivated full-time Software Engineering Manager to join our growing team. 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.

You will work as part of the engineering team to: Provide guidance, mentorship, and career development for a team of software engineers. Provide guidance on architecture and scoping to execute on projects successfully. 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.

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; 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) 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.

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. Demonstrated leadership with substantial experience in managing and mentoring Engineering teams, including performance evaluations, career development, and fostering a collaborative work environment Tailscale’s compensation package includes base salary, equity, and comprehensive benefits. 276,040 - $344,380 CAD We encourage you to help us break that statistic! An inclusive, flexible workplace where you can be your authentic self.

This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). 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 . 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. 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.

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. #

📌 Engineering Manager, Networking Features (Winnipeg)
🏢 Joinhorizon
📍 Winnipeg