Technical Accounting Manager

About Tailscale

Tailscale is building the new Internet 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 access 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.

Tailscale is a rapidly growing company on a mission to make secure, private networks easy to use and accessible to everyone. Our zero-configuration VPN solution helps teams and individuals securely connect their devices and services, regardless of their location worldwide. As we scale, we're building a world-class finance team to support our growth, and we're looking for a capable Technical Accounting Manager to join us.

Position Overview

As the Technical Accounting Manager, you'll establish and enhance Tailscale's financial reporting and compliance foundation. While leading technical accounting and our first financial audit, this role goes beyond memo writing. You'll also contribute to billing, revenue processes, and deal desk support, working cross-functionally with teams like Data, Sales, Product, and Legal to ensure compliance and operational efficiency.

Key Responsibilities

• Drive audit readiness, leading end-to-end preparation, documentation, and seamless coordination with external auditors.
• Evaluate and interpret contracts to support ASC 606 compliance, including preparing revenue checklists, journal entries, and technical memos.
• Streamline and enhance revenue and billing system logic and data flows to ensure operational accuracy and GAAP alignment.
• Partner on deal desk strategy with Legal, Operations, and Sales to assess revenue implications of complex deals and support contract structuring decisions.
• Oversee and refine accounting policies across revenue and SBC while providing insights to leadership.
• Lead special projects that support the scaling of the finance function.

What We Are Looking For

• 7+ years of progressive accounting experience with a strong focus on revenue recognition and audit preparation, ideally in a fast-paced SaaS or tech environment.
• CPA with a public accounting background (Big 4 preferred).
• Deep understanding of U.S. GAAP, including ASC 606 and ASC 718, with experience drafting technical memos and accounting policies.
• Proven success leading or supporting first-time audits and implementing accounting systems or processes.
• Proficiency with revenue recognition tools such as NetSuite ARM or Zuora RevPro; bonus for experience with usage-based or hybrid SaaS models and B2B revenue streams.
• Independent and proactive, with strong project leadership, adaptability to ambiguity, and a continuous improvement mindset.

Compensation & Benefits

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.

CAN Pay Range: $241,200 - $268,000 CAD

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. Our competitive total compensation package includes a base salary, an equity incentive plan, and variable commission (for quota-based roles).

Application Instructions

Please refer to the original job posting for specific application instructions.

Diversity & Inclusion

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!