Tailscale

Billing Engineer

Tailscale
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3 hours ago
Remote, CanadaSenior

Responsibilities

  • Design, build, test, and document core billing software components.
  • Integrate with third-party billing platforms such as Stripe and Metronome.
  • Develop metering, pricing, rating, subscription, and usage-based billing logic.
  • Track and report customer usage data accurately while maintaining billing data integrity and high availability.
  • Build automation for recurring billing tasks, reconciliation, and reporting.
  • Collaborate with product, sales, finance, support, and engineering teams on billing requirements, revenue reporting, and customer inquiries.
  • Provide technical expertise, mentorship, architectural reviews, code-quality leadership, and design documentation.
  • Establish observability, alerting, and error handling across the billing pipeline.
  • Lead incident response and root cause analysis for billing-related issues.

Requirements

  • Backend software engineering experience focused on billing, payments, or financial systems.
  • Deep knowledge of SaaS billing models, including subscriptions, usage-based pricing, proration, discounts, and entitlements.
  • Experience integrating with third-party billing platforms such as Stripe, Metronome, Orb, or Zuora, or building custom billing systems.
  • Experience designing and managing distributed systems, microservices, and event-driven architectures.
  • Proficiency with SQL and data modeling, especially for financial and usage data.
  • Understanding of APIs and experience building or integrating internal billing APIs.
  • Strong proficiency in Go, or production-quality programming experience in another language with willingness to work with Go.
  • Flexibility in a dynamic startup environment.
  • Excellent written and verbal communication skills.

Benefits

  • Fully remote-first work environment with flexible work practices and access to a corporate coworking program.
  • Inclusive and flexible workplace with virtual and in-person social events, retreats, and team off-sites.
  • Comprehensive health, vision, dental, and other group benefits with no waiting period.
  • Base salary, equity incentive plan, and variable commission for quota-based roles.
  • Employer-funded retirement contributions with dollar-for-dollar matching up to the stated annual limit.
  • $1,500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off and paid parental leave.
  • Company-owned laptop choice, monthly home internet reimbursement, and a home-office setup allowance.
  • Accessible and inclusive hiring process with accommodations available.

Tech Stack

Categories

Tailscale

About Tailscale

201-500 employees

Tailscale builds a software-defined mesh VPN that lets individuals and organizations securely connect devices and services using WireGuard and single sign-on. It sells a subscription SaaS with free and paid plans, offering features like access control lists, device authentication, and admin tooling for teams and enterprises. Founded in 2019 and headquartered in Toronto, the company is privately held and used from hobby projects to corporate networks.

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