About the role

Billing Engineer building pricing, payments, and usage-based billing systems for Tailscale’s secure networking platform. Integrating Stripe-like services and improving billing reliability.

Responsibilities

Deliver projects related to pricing plans and billing
Develop billing integrations with third-party services
Own the entire product lifecycle, from writing code to product ideation and strategic decision-making
Work closely with UX/UI designers and product managers to shape features
Design, build, test, and document core billing software components
Integrate with third-party billing platforms such as Stripe and Metronome
Develop metering, pricing, and rating logic for usage-based and subscription billing models
Ensure accurate tracking and reporting of customer usage data
Monitor and maintain billing systems for high availability and data integrity
Build automation tools for recurring billing tasks, reconciliation, and reporting
Collaborate with product, sales, finance, support, and engineering teams on billing requirements, revenue reporting, and customer inquiries
Act as a technical expert in billing-related discussions and planning
Drive code quality, architectural reviews, and design documentation
Provide technical leadership and mentorship to other engineers
Establish observability, alerting, and error handling across the billing pipeline
Lead incident response and root cause analysis for billing-related issues

Experience in backend software engineering, with a strong focus on billing, payments, or financial systems
Deep knowledge of SaaS billing models, including subscriptions, usage-based pricing, proration, discounts, and entitlements
Proven experience integrating with third-party billing platforms such as Stripe, Metronome, Orb, Zuora, etc., or building custom billing systems
Experience designing and managing distributed systems, microservices, and event-driven architectures
Proficient with SQL and data modeling, especially for financial and usage data
Solid understanding of APIs and experience building or integrating internal billing APIs
Strong proficiency in Go, or comfort writing production-quality code in another language and eagerness to work with Go
Flexibility to adjust to the dynamic nature of a startup
Excellent written and verbal communication skills

An inclusive, flexible environment where you can be your authentic self
A competitive total compensation package including a base salary, an equity incentive plan and variable commission (for quota-based roles)
Comprehensive group benefits with no waiting period, including health, vision, dental, and more for you and your family
Remote-first work environment
Virtual and in-person social events
Corporate co-working program
Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation
Annual company retreat and team off-sites
$1500 USD annually for professional development
Mentorship, coaching, and internal promotion opportunities
Flexible paid time off program
Company-owned laptop (Mac or PC)
Monthly home internet reimbursement
$500 USD home office workstation customization allowance
Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents