Assistant Controller / Controller

GlossGenius is building an ecosystem enabling entrepreneurs to succeed.  We empower small business owners to focus on being creators, not admins, by offering a range of business management tools including booking and scheduling, marketing, analytics, payment processing and much more. 

Over 100,000 small business owners have chosen to rely on GlossGenius every day to run their entire set of business operations. Joining its powerful, intuitive platform with its vibrant, distinguished brand, GlossGenius is the ideal combination of a fintech, SMB software, and consumer company all in one.

As the Accounting leader at GlossGenius, you will be a key financial leader during a period of significant scaling, serving as the steward of our financial operations and reporting. You will own the entire accounting function, ensuring accuracy, compliance, and timely financial insights to support strategic decision-making and continued growth.

We default to being in-office 3-4 days per week with required attendance on Tuesdays and Thursdays.

• →Financial Reporting & Close: Oversee the entire accounting process, including the general ledger, accounts payable, accounts receivable, payroll, and financial reporting, managing the complex monthly, quarterly, and annual close processes
• →GAAP Compliance & Audit: Ensure the accuracy and timeliness of all financial statements (Balance Sheet, Income Statement, Cash Flow Statement) in strict compliance with GAAP
• →Manage the annual financial audit process, coordinating with external auditors and providing necessary documentation to ensure a flawless audit
• →Internal Controls & Systems: Develop, implement, and maintain robust internal controls and accounting policies to safeguard company assets, mitigate financial risk, and ensure systems are scalable
• →Lead the selection, implementation, and optimization of accounting systems (e.g., ERP solutions like NetSuite) to support rapid business growth
• →Compliance & Tax: Coordinate with external tax advisors on corporate tax reporting and compliance, including Canadian tax considerations (e.g., GST/HST, corporate income tax, payroll remittances, etc.) 
• →Equity Administration: Own the company's equity administration process, ensuring the integrity of the cap table, including compliance with 409a valuations and other legal, tax, and regulatory requirements related to stock options and grants
• →Automation & AI Integration: Proactively integrate AI tools and intelligent automation into accounting workflows to maximize efficiency, reduce human error, and accelerate the financial close; champion an AI-first mindset across the team by identifying new use cases, evaluating emerging tools, and building internal capability
• →Leadership: Lead and develop the accounting team, fostering a high performance culture of accuracy, efficiency, and continuous improvement

• 8+ years of progressive accounting experience; at least 2 years of experience in a high growth startup
• CPA or equivalent professional certification preferred
• Deep expertise in GAAP with proven experience in maintaining GAAP-compliant records for a SaaS, Fintech, or technology business (including ASC 606 revenue recognition)
• Clear track record of success in building scalable financial processes and systems from the ground up and managing a full-cycle audit process
• Direct experience leveraging AI tools (e.g., machine learning, OCR, RPA) to automate core accounting functions (AP/AR, reconciliation, data entry)
• Experience managing equity administration/Cap Table management and 409A valuations (e.g., Carta, Shareworks)
• Proficiency with a major ERP system  
• Analytical thinker with the ability to translate complex financial data into actionable insights for executive leadership
• Exceptional communication and leadership skills with a track record of effectively partnering with cross-functional teams