Financial Planning & Analysis (FP&A) Role

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.

Position Overview

Tailscale is growing, and we're looking to build out our FP&A function with a strategic, data-driven team member. Reporting directly to the VP of Finance, this person will play a key role in shaping our financial planning process, informing go-to-market strategy, and driving strategic insights as we scale. This is an opportunity to join early and help shape the future of finance at Tailscale.

Key Responsibilities

• Partner with GTM leaders to analyze business performance and drive insights on resource allocation, ROI, and growth opportunities.
• Develop and refine frameworks for key initiatives such as pricing and packaging, customer segmentation, and sales compensation.
• Influence how we spend and invest throughout the company, including revamping our Marketing ROI frameworks and methodology.
• Streamline and support procurement-related processes and vendor spend analysis to improve cost efficiency.
• Serve as the primary finance partner to the Partnerships team, driving financial analysis, performance tracking, and strategic planning to support partner growth and monetization.
• Partner with Revenue Operations to improve forecasting accuracy and pipeline visibility, ensuring alignment between financial plans and sales expectations.
• Prepare clear, data-backed presentations and dashboards for the Executive Team, Board of Directors, and investors.

What We Are Looking For

• 4+ years of experience in Investment Banking, Strategic Finance, and/or FP&A at a high-growth startup (SaaS preferred).
• Strong financial modeling and Excel skills; SQL proficiency a plus.
• Highly analytical with the ability to navigate fluidly between big-picture strategy and the data that drives it.
• Excellent cross-functional communication skills with the ability to distill complex issues into structured frameworks and concrete action plans.
• Self-starter with an entrepreneurial mindset; comfortable working in a fast-paced, ambiguous environment.

We encourage you to help us break the statistic that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.

Compensation & Benefits

Tailscale strives to maintain fair and equitable compensation practices. Our compensation package includes base salary, equity, and comprehensive benefits.

CAN Pay Range: $160,800 - $245,220 CAD

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. Flexibility in how and when you work empowers our team to integrate work and life.
• A competitive total compensation package, including base salary, an equity incentive plan, and variable commission (for quota-based roles).
• Comprehensive group benefits with no waiting period, including coverage for health, vision, dental, and more for you and your family.
• Remote-first company: Enjoy a change of scenery wherever you can get Wi-Fi, participate in virtual and in-person social events, and leverage our corporate co-working program.