or apply directly on Tailscale's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 80 days Tailscale's roles stay open a median of 76 days
- Reposted
- No
- Salary listed
- No 2% of Tailscale's roles list one
- Ghost-job risk at Tailscale
- high 60 stale, 2 reposted of 60 open
- Hiring momentum
- 113 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-10-22
Measured from postings appearing on and disappearing from Tailscale's own greenhouse board since 2026-08-03. Full hiring picture for Tailscale.
About this role
As a Billing Engineer at Tailscale, you will be responsible for developing and maintaining billing software components, integrating with third-party billing platforms, and ensuring accurate tracking of customer usage data. You will collaborate closely with UX/UI designers, product managers, and other teams to enhance the billing experience and support custom billing requirements. This role requires a strong focus on backend engineering, particularly in billing and financial systems, while also providing technical leadership and mentorship to other engineers.
- benefits
- 4/5
- freshness
- 1/5
- career value
- 4/5
- role clarity
- 5/5
- pay transparency
- 0/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Tailscale as an employer.
What you need
- 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.
Nice to have
- Flexibility to adjust to the dynamic nature of a startup.
What you get
- Comprehensive group benefits with no waiting period, including health, vision, dental, and more for you and your family.
- Employer-funded retirement contributions with a match up to a maximum annual contribution equal to 0.75% of your eligible compensation.
- $1500 USD annually for professional development opportunities.
- Flexible paid time off program for personal situations.
- Build-your-own home office setup with a company-owned laptop, monthly internet reimbursement, and $500 USD for workstation customization.
- Paid parental leave program with top-ups for birthing and non-birthing parents.
Worth weighing
- No specific mention of the tech stack beyond Go and SQL, which may indicate a focus on legacy systems.
- The role is fully remote, which requires comfort with asynchronous work and self-motivation.
- The salary range is provided, but individual offers may vary based on experience and skill set.
Summarised from Tailscale's posting. Read the full original.
Listed by Tailscale on their greenhouse job board, last confirmed open on 2026-10-22. PitchMeAI is not the employer.
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