Build billing software at Tailscale as a Software Engineer focused on pricing, payments, and distributed systems in a fully remote company.You will design, build, test, and document core billing components across usage-based and subscription models. The role includes third-party integrations, product lifecycle ownership, and collaboration with product, finance, sales, support, and engineering teams. Tailscale values asynchronous communication, technical collaboration, and motivated contributors.Key Responsibilities:

Design, build, test, and document billing software componentsIntegrate Stripe, Metronome, and other billing platformsDevelop metering, pricing, rating, and reconciliation automationMonitor billing systems, usage data, alerts,



and error handlingLead incident response and billing root cause analysisRequirements:

Backend engineering experience in billing, payments, or financial systemsKnowledge of subscriptions, usage pricing, proration, discounts, and entitlementsExperience with distributed systems, microservices, and event-driven architecturesProficiency with SQL, data modeling, APIs, and billing integrationsStrong Go proficiency or willingness to work with GoApply billing engineering, Go, SQL, and distributed systems expertise to strengthen Tailscale’s accurate, reliable billing platform.

📌 Senior Billing Software Engineer (Winnipeg)
🏢 Tailscale
📍 Winnipeg