Engineering Manager, Growth & Billing Remote (Canada)

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. Description We’re seeking a talented and motivated full-time Software Engineering Manager to lead a growing team focused on our end-to-end billing experience for customers as well as improving our product-led-growth mechanics (in particular: onboarding & activation). You will work as part of the engineering team to:

• Provide guidance, mentorship, and career development for a team of software engineers.
• Contribute toward the success of our Product organization which includes Engineering, Product Management, and Design. 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.
• 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. Responsibilities:

• 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
• 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; make major design decisions
• 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)
• Manage healthy conflict by moderating design discussions and cultivating a positive culture of feedback with candor and kindness
• 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

Requirements:

• Demonstrated leadership with substantial experience in managing and mentoring Engineering teams, including performance evaluations, career development, and fostering a collaborative work environment
• Ideal candidates will have some background in SaaS Billing and Product Led Growth activities. This experience should include rapid iteration informed by data to improve onboarding and activation rates
• Ability to give and process constructive feedback, as well as work independently
• Flexibility to adjust to the dynamic nature of a startup

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. We use San Francisco market data to establish our pay ranges. CAN Pay Ranges $254,600 - $344,380 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! We encourage all Tailscalars to take 4-6 weeks of vacation annually .
• 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.

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