Jobs · Full-time

Remote Billing Engineer at Tailscale - Work Anywhere — Columbus

LocationColumbus
CompanyTailscale
Sourcejobicy
Posted2026-09-03 17:21:45

Traveler-Friendly Insight

Async-Friendly Culture: Tailscale is a fully distributed, remote-first company founded on asynchronous collaboration — the job description explicitly calls out comfort working asynchronously as essential. This is a strong signal that you won't be tethered to rigid 9-to-5 hours, making it genuinely compatible with a nomadic or travel-heavy lifestyle.

Timezone Flexibility: No specific timezone requirements are listed. However, the role involves close collaboration with product, finance, and engineering teams across Canada, the US, UK, and Singapore, which may occasionally require some schedule overlap across multiple zones. Nomads based in Southeast Asia or Eastern Europe should expect occasional early or late calls.

Salary vs. Nomad Cost of Living: The $143K–$179K USD range goes a very long way in popular nomad hubs:

  • Lisbon, Portugal: Comfortable living runs ~$2,500–$3,500/month — this salary represents 3–4x that monthly cost.
  • Bangkok, Thailand: A quality lifestyle costs ~$1,500–$2,200/month, making this salary extremely comfortable.
  • Medellín, Colombia: Costs ~$1,200–$2,000/month — very strong purchasing power.

Travel Perks: The package includes a $500 home office stipend, monthly internet reimbursement, and a co-working program (WeWork and equivalents), which directly supports nomadic work arrangements. The annual company retreat and team off-sites offer funded IRL connection without sacrificing location freedom day-to-day.

Note: The posted salary range is US-based, and compensation for non-US hires may differ. Confirm your eligibility and applicable pay structure before applying.

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

We're seeking a highly skilled and motivated Software Engineer to join our growing team. You will work as part of the engineering team to:

  • Deliver projects related to pricing plans and billing
  • Develop our billing integration with third-party services, strengthening our end-to-end billing experience.
  • Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making.
  • Work closely with UX/UI designers and product managers to shape features.

Because we're an early-stage and fully remote company, we're looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.

Key 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, Metronome) 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.

What We Are Looking For

  • 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.
  • 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.

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.

US Pay Range: $143,000–$179,000 USD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer

  • An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. Flexibility in how and when you work empowers our team to integrate work and life.
  • 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.
  • Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
  • Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore.
  • Support for your personal and professional development. Grow your career thoughtfully with $1,500 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 $500 USD to customize your workstation.
  • Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

Frequently Asked Questions

Is this role fully remote or does it require working from a specific office?
Tailscale is a fully remote-first company, and this role is fully remote. The job description explicitly highlights comfort with asynchronous work as essential, and the company supports co-working spaces like WeWork for those who prefer them.
What is the salary range for this Software Engineer position?
The US base salary range is $143,000–$179,000 USD, with individual offers varying based on experience and skill set. The total compensation package also includes equity and comprehensive benefits.
What programming language is required for this role?
Strong proficiency in Go is preferred. Candidates who are proficient in another language and eager to work with Go are also welcomed.
What billing platforms will I work with in this role?
The role involves integrating with third-party billing platforms such as Stripe and Metronome, and experience with Orb, Zuora, or similar platforms is also valued.
Does Tailscale hire outside of the United States?
Tailscale mentions teammates across Canada, the United States, the United Kingdom, and Singapore, suggesting they hire internationally. However, the posted salary range is specifically for the US; compensation for other regions may differ.
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