Mid-Level Product Engineer (Billing) (Remote)

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Job Summary:

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices. They are seeking a highly skilled Software Engineer to work on pricing plans and billing, develop integrations with third-party services, and take ownership of the product lifecycle.

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.

Qualifications:

Required:

• 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.

Company:

Tailscale is a software company that provides zero-configuration virtual private networks (VPNs) for secure connectivity. Founded in 2019, the company is headquartered in Toronto, Ontario, CAN, with a team of 51-200 employees. The company is currently Growth Stage. Tailscale has a track record of offering H1B sponsorships.