Technical Accounting Manager

Summary

Join Tailscale's growing finance team as the Technical Accounting Manager, establishing and enhancing the company's financial reporting and compliance foundation. Lead the first financial audit, contribute to billing and revenue processes, and support deal desk operations. Collaborate with cross-functional teams to ensure compliance and efficiency. Drive audit readiness, evaluate contracts for ASC 606 compliance, streamline revenue and billing systems, and partner on deal desk strategy. Oversee accounting policies and lead special projects supporting finance scaling. This role requires strong technical accounting expertise, leadership skills, and a proactive approach.

Requirements

• 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
• Independent and proactive, with strong project leadership, adaptability to ambiguity, and a continuous improvement mindset

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

Preferred Qualifications

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

Benefits

• 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). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK
• Support for your personal and professional development. Grow your career thoughtfully with $1500 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 $1000 USD to customize your workstation to make it your own
• Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks