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
The Billing Engineer at Tailscale will be responsible for developing and maintaining the billing system, integrating with third-party services, and ensuring accurate tracking and reporting of customer usage data. This role involves collaborating with various teams, including UX/UI designers and product managers, and requires a strong focus on backend software engineering, particularly in billing and financial systems.
- 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.
- 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.
- Employer-funded retirement contributions, matching dollar-for-dollar up to 0.75% of eligible compensation.
- $1500 USD annually for professional development.
- Paid time off and a flexible PTO program.
- A build-your-own home office setup with a company-owned laptop and reimbursement for home internet.
- Paid parental leave program with top-ups for birthing and non-birthing parents.
Worth weighing
- The role requires comfort with asynchronous work and collaboration in a fully remote environment.
- No specific mention of the tech stack beyond Go and SQL, which may imply a focus on legacy systems if not modernized.
- The salary range is provided, but individual offers may vary based on experience and skill set.
- The emphasis on integrating with third-party services may require ongoing adaptation to external platforms.
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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