Senior Director, Controller

• 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

What You'll Have

• 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

Why Join Us

At Wrapbook, creativity meets technology — and not just in the product. In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts. Benefits include:

• Unlimited Paid Time Off
• Work from anywhere in Canada and USA
• Health and Dental benefits
• Up to $1,500 USD/ $2,025 CAD towards IT set up for your home
• Up to 2% matching RRSP / 401K
• Learning and Development opportunities
• Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service

Our Pledge to Fostering an Inclusive and Safe Workplace:

Wrapbook pledges to be a harassment- and discrimination-free space for everyone, regardless of age, disability, ethnicity, gender identity or expression, nationality, neurotype, personal appearance, political affiliation, professional background, race, religion, or sexual identity or orientation. Apply Now

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