Strategic Finance

We are seeking a strategic finance professional to join our team at Tailscale. As the first member of our strategic finance team, you will report directly to the VP of Finance and play a crucial role in driving our financial model, go-to-market strategy, and unit economics. Your responsibilities will include budgeting, financial planning, analysis, and collaborating with cross-functional leaders on strategic projects. Strong analytical skills, experience in investment banking and fast-paced startups, and proficiency in financial modeling are required. This is an exciting opportunity to contribute to the growth and success of Tailscale.

• Help drive the budget, operating model, and long-term financial plan for Tailscale
• Perform analysis to support strategic decision-making around resource allocation and prioritization; identify areas for growth and improvement
• Work with cross-functional leaders to influence strategic projects including pricing, unit economics, customer segmentation, and sales compensation
• Build business cases for areas Tailscale should invest resources effectively
• Drive alignment on KPIs and key metrics to track team-specific and company-wide trends, go-to-market initiatives, business performance, and provide visibility into operating performance
• Prepare presentations and analysis for our Board of Directors, Executive Team, and investors

• 2+ years of experience including Investment Banking and experience working at a fast-paced start-up (ideally SaaS) in Strategic Finance or FP&A
• Strong proficiency with financial modeling and Excel; work with SQL a plus
• Highly analytical with the ability to translate between strategic business decisions and their quantitative implications
• Excellent communication skills with the ability to distill complex issues into structured frameworks and concrete action plans
• Highly entrepreneurial and comfortable working in a fast-paced environment with minimal guidance

• An inclusive, flexible environment
• Competitive total compensation package including base salary and equity incentive plan
• Comprehensive group benefits with no waiting period (health, vision, dental, etc.)
• Remote-first work with the opportunity to work from anywhere and join company retreats
• Support for personal and professional development with annual budget for professional development, conference budget, mentorship, coaching, and internal promotion opportunities
• Paid time off and a healthy work-life balance with 4 weeks of vacation and uncapped sick time
• Build-your-own home office setup with choice of company-owned laptop, monthly home internet reimbursement, and $1000 USD for workstation customization
• Generous parental leave program from the first day of employment