Senior Product Manager - Billing & Monetization
T
TailscaleSaaS
Canada, United States, United KingdomFull-TimeSenior
Salary209040 - 261300 CAD per year
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Job Details
- Experience
- 4+ years
- Required Skills
- SQLSalesforceSnowflakeLooker
Requirements
- 4+ years in a product role, with direct experience owning billing, payments, pricing, or monetization systems at a SaaS or technology company
- Understanding of billing systems architecture
- Experience with pricing and packaging strategy
- Experience with data analytics tools (e.g., SQL, Looker, Snowflake)
- Comfort using data to drive prioritization and measure outcomes
- Strong product taste for billing and checkout experiences
- Ability to explain complex billing and pricing concepts to both technical and non-technical stakeholders
- Able to move fast, build your own context, and drive decisions without waiting to be directed
Responsibilities
- Own the product strategy and roadmap for Tailscale's entitlements, plans, and billing infrastructure
- Own the Stripe integration and payment processing stack — plan selection, payment UX, subscription lifecycle management
- Build and manage the usage data ingestion pipeline and APIs that power metering, usage reporting, and usage-based billing
- Design the UX for usage reports and invoices — making billing data clear and trustworthy for both self-serve and enterprise customers
- Define and manage entitlements and plan structures that map Tailscale's pricing and packaging to the features customers can access
- Own enterprise billing workflows, including Salesforce ↔ billing entitlement sync and custom enterprise plan management
- Partner with the Growth PM to build shared metering and event data infrastructure that serves both product analytics and billing
- Partner with Finance and GTM to develop and execute pricing and packaging changes, translating business strategy into product requirements
- Define and track key billing metrics (expansion revenue, billing-related churn, invoice accuracy, support ticket volume) and use data to prioritize the roadmap
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