Product Engineer

Summary

Join Tailscale's growing engineering team as a Software Engineer to contribute to the development and improvement of our billing system. You will be responsible for designing, building, testing, and documenting core billing software components, integrating with third-party billing platforms, and developing pricing and rating logic. This role requires a strong background in backend software engineering, SaaS billing models, and experience with distributed systems. You will collaborate closely with various teams, including product, sales, and finance, to ensure accurate billing and reporting. The ideal candidate is a highly motivated individual with excellent communication skills and the ability to work effectively in a remote, asynchronous environment. This position offers a competitive compensation package, comprehensive benefits, and opportunities for professional development.

Requirements

• 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, 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 comfortable writing production-quality code in another language and eager to work with Go
• Flexibility to adjust to the dynamic nature of a startup
• Excellent written and verbal communication skills

Responsibilities

• Work as part of a team of engineers to design, build, test, and document core billing software components
• Integrate with third-party billing platforms (e.g., Stripe, Orb) as needed
• 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 to ensure high availability and data integrity
• Build automation tools for recurring billing tasks, reconciliation, and reporting
• Collaborate with product, sales, and finance teams to support custom billing requirements
• Work closely with finance, product, support, and engineering teams to support accurate billing, revenue reporting, and customer inquiries
• Act as a technical expert in billing-related discussions and planning
• Champion engineering excellence by driving code quality, architectural reviews, and design documentation
• Provide technical leadership and mentorship to other engineers, fostering a culture of learning and knowledge sharing
• Establish observability, alerting, and error handling across the billing pipeline to ensure high availability and responsiveness
• Lead incident response and root cause analysis for billing-related issues

Benefits

• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles)
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own
• Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks