Billing Engineer - Tailscale

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices. We are a fully distributed company backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

We are seeking a highly skilled Software Engineer to join our engineering team. You will own the product lifecycle for our billing systems, from ideation to implementation, working closely with UX/UI designers and product managers to shape our pricing and billing features.

Key Responsibilities

• Design, build, test, and document core billing software components.
• Integrate with third-party billing platforms (e.g., Stripe, Metronome).
• Develop metering, pricing, and rating logic for usage-based and subscription models.
• Ensure accurate tracking and reporting of customer usage data.
• Monitor and maintain billing systems to ensure high availability and data integrity.
• Build automation tools for recurring billing tasks, reconciliation, and reporting.
• Collaborate with finance, product, and sales teams to support custom billing requirements.
• Champion engineering excellence through code quality, architectural reviews, and design documentation.
• Provide technical leadership and mentorship to other engineers.
• Lead incident response and root cause analysis for billing-related issues.

What We Are Looking For

• Experience in backend software engineering, with a focus on billing, payments, or financial systems.
• Deep knowledge of SaaS billing models (subscriptions, usage-based pricing, proration, entitlements).
• Proven experience integrating with platforms like Stripe, Metronome, Orb, or Zuora.
• Experience designing distributed systems, microservices, and event-driven architectures.
• Proficiency with SQL and data modeling for financial/usage data.
• Strong proficiency in Go, or comfort writing production-quality code in another language with an eagerness to learn Go.
• Excellent written and verbal communication skills.

What We Offer

• Competitive Compensation: Base salary, equity incentive plan, and comprehensive benefits.
• Remote-First Culture: Work from anywhere with support for home office setup and co-working spaces.
• Benefits: Comprehensive health, vision, and dental coverage with no waiting period.
• Retirement: Employer-funded retirement contributions (matching up to 0.75% of eligible compensation).
• Development: $1,500 USD annually for professional development.
• Work-Life Balance: Flexible paid time off and generous parental leave (20 weeks for birthing parents, 16 weeks for non-birthing).
• Connection: Annual company retreats and team off-sites to connect in person.