Product Manager, Billing at Tailscale

This is an ideal role for a high-leverage Senior Product Manager who thrives at the intersection of infrastructure and finance. The team is looking for someone with at least 4 years of experience who understands the "plumbing" of a SaaS business—specifically how to build scalable billing systems, manage complex Stripe integrations, and architect usage-based pricing models. You should have enough technical depth to lead conversations about data pipelines and APIs with engineering teams while maintaining a designer’s eye for clear, trustworthy invoicing. The role offers a competitive salary range of $156k–$195k and is fully remote within the US. Tailscale is a highly respected, developer-centric company backed by top-tier VCs like Accel and Insight Partners. Standout perks include a generous $1,000 home office stipend, $1,500 for annual professional development, and an industry-leading 26-week parental leave policy available from day one. **You might be a good fit if you...** * Have direct experience shipping complex pricing and packaging changes in a B2B or PLG environment. * Are comfortable using SQL and Snowflake to analyze usage patterns and billing accuracy. * Want to own the "commercial backbone" of a product, from self-serve Stripe checkouts to enterprise Salesforce integrations. * Believe that a billing dashboard should be as well-designed and user-friendly as the core product features.