Controller

Overview

This is a remote finance leadership role focused on internal controls, accurate financial operations, and building repeatable processes as the organization grows.

The role reports to a member of senior management and involves close collaboration with the Founders.

Responsibilities

• Design and implement internal controls across finance operations, with a focus on client lending, funding, and payment procedures to ensure processes are efficient, effective, and adequately controlled.
• Lead, manage, and develop a finance team of four: Team Lead, two Accounting Associates, and an AP Associate.
• Own the daily execution of cash release controls, ensuring each funding, payment, and release is authorized, accurate, and documented (Team Lead executes cash release).
• Establish ongoing monitoring and testing of control effectiveness; report exceptions and drive remediation.
• Oversee standard monthly closing procedures, lead production of management and board reports (published for Founder review and final approval), and manage the relationship and ongoing communication with the audit firm.
• Deliver monthly reporting to investors, lenders, and strategic partners, taking over new reports once they are developed (e.g., by Strategic Finance, the Data team, or the CFO) and making reporting repeatable.
• Oversee preparation and filing of regulatory reports to Federal and State/Provincial regulatory agencies, including filings to multiple US states and quarterly StatsCan reporting and information filings; ensure filings are accurate and on time, with filing decisions and final sign-off by the CFO.
• Maintain the regulatory filing calendar to ensure no obligation is missed.
• Account for and execute cash movements in different currencies through multiple banking institutions; maintain banking relationships and account access.
• Execute daily facility draws and paydowns against the borrowing base.
• Assist with forward-looking liquidity planning and FP&A (primarily the CFO’s responsibility), providing input and raising early flags on emerging cash issues.
• Oversee the full accounting cycle, including analysis of the internal cost structure; manage financial systems and policies; lead changes and improvements as the business grows.
• Oversee payroll accounting and processing in partnership with the People team.
• Keep ESOP and cap table records (Carta) up to date and reconciled to the financial statements.

Requirements

• US CPA with a track record of progressive accounting roles and responsibilities, including:
  • 8+ years as a Controller, and
  • at least 4 years of finance roles at a factoring company, lender, or similar financial organization.
  • Experience ideally in a high-volume, high-value transaction environment (strongly preferred).
• Experience leading, coaching, and developing a small accounting team, including managing through a team lead.
• Hands-on experience designing, implementing, and monitoring internal controls.
• ERP experience (Microsoft Dynamics GP).
• Experience preparing cross-border Consolidated Financial Statements.
• Experience preparing or reviewing regulatory filings across multiple US states and Canadian provinces is an asset.
• Interest in or experience working with a high-growth start-up, small business, or tech company.
• Comfort digging into data while also maintaining a bigger-picture view.
• Strong work ethic with a “roll up your sleeves” approach in a demanding, fast-paced environment.
• Passion for being part of a scaling business and helping it grow.

Compensation & Benefits

• Competitive compensation, including stock options.
• Health benefits.
• Family-friendly policies.
• Opportunity to leave your mark on a growing organization.

Location

Remote. Based anywhere in Canada or the US.

Additional Notes

• Background verification: clearing a criminal record check is a condition of employment.
• Accessibility & inclusion: applicants are encouraged to request accommodation at any stage of the selection process if needed.
• Role status: this posting is for an existing open vacancy.