Senior Director, Controller

Wrapbook

8d•Remote

About The Position

Wrapbook is building the financial infrastructure of the project economy — and we're looking for a seasoned Controller to lead the accounting function through its next chapter. Reporting to the CFO, you will own and evolve the financial system of record for a complex, multi-product fintech platform spanning payroll, payments, and production accounting.. If you’re looking to maintain existing processes, this isn’t the role. If you want to rebuild and scale a modern accounting function, it is. We're in the middle of an AI-driven transformation of our accounting function, and we need a leader who is genuinely excited about what that means — someone who thinks in systems, partners with engineers to build custom financial tooling, and drives efficiency through technology as a first instinct, not an afterthought. You bring the technical accounting depth to keep us GAAP-compliant and audit-ready, the leadership to develop a high-performing team, and the product mindset to help us build finance infrastructure that scales.

Requirements

Strong foundation (10+ years) in accounting and financial operations (CPA required), with experience in high-growth SaaS, fintech, or similarly complex environments
High ownership and impact orientation - you see finance as a core business enabler, not a support function
Proven track record of building and scaling accounting functions with an operator mindset - you default to systems, automation, and leverage over manual processes
Deep technical accounting expertise (including revenue recognition), with experience leading audit readiness activities and establishing controls in a fast-moving environment
Experience designing and implementing scalable financial systems and workflows, ideally in partnership with Product and Engineering teams
Hands-on experience using AI and automation tools (e.g., LLMs, workflow automation platforms, AI-forward ERPs) to improve accounting workflows - with a demonstrated ability to experiment, iterate, and drive real efficiency gains
Track record of building high-performing, accountable teams with clear ownership and measurable outputs
Clear, direct communicator who can translate complex financial concepts into insights for cross-functional partners and leadership
Growth mindset and builder mentality — you’re energized by ambiguity, continuously look for better ways of operating, and actively raise the bar as the company scales

Responsibilities

Own the integrity and consistency of financial data across accounting, billing, payroll, procurement, and analytics systems — ensuring financial data is accurate, usable, and trusted as the company’s source of truth
Own the monthly, quarterly, and year-end close — driving a fast, predictable cadence while continuously improving quality and reducing manual effort
Own the design and evolution of our financial systems architecture (GL, subledgers, workflows), partnering closely with Product and Engineering to build scalable, custom solutions
Drive automation across accounting workflows — including close, reconciliations, and reporting — leveraging AI and modern tooling to reduce manual work and improve data reliability
Lead audit readiness and maintain a strong internal controls environment, ensuring the company is consistently audit-ready as it scales
Own technical accounting and policy development, ensuring GAAP compliance and consistency across the organization
Deliver clear, decision-useful financial reporting and insights to leadership, enabling better and faster business decisions
Act as a cross-functional leader, driving financial discipline across Product, Operations, and Go-to-Market teams
Build and lead a high-performing, accountable accounting organization (~10 people), including hiring, developing, and structuring the team for scale
Oversee tax compliance across federal, state, and local jurisdictions in the US and Canada