Director of Accounting, AI Operations

CSC Generation

3d • $150,000 - $190,000 • Remote

About The Position

CSC Generation is building an AI-native accounting function from the ground up — software agents, automated reconciliations, and compressed close cycles are the mandate, not an aspiration. As Director of Accounting, AI-Operations, you will own all aspects of accounting operations across a portfolio of 13 brands while designing and deploying the intelligent workflows that replace manual processes. We are open to two profiles: a Senior Manager ready to step into a Controller seat and prove themselves through AI-driven execution, or an experienced Controller who is genuinely deep on AI and can demonstrate it. Either way, you will be building automations — not just overseeing them. In your first year, success means a measurably faster close, fewer manual reconciliation touchpoints, and an accounting center of excellence that other portfolio companies adopt. This is a lean team. You will own a lot, move fast, and make decisions with full end-to-end responsibility.

Requirements

• CPA or equivalent experience managing audit processes and ASC 606 compliance.
• 5–8 years of progressive accounting experience in PE-backed or high-growth companies.
• Proven ownership of a financial close process — you have led it, improved it, and taken full accountability for results.
• Hands-on AI experience you can speak to concretely: you have built automations, deployed agents, or materially accelerated workflows using AI tools.
• Track record of implementing and optimizing accounting systems, integrations, and workflow automations.
• Strong communicator who works fluidly across engineering, finance, and go-to-market teams.
• Comfortable operating in ambiguity and high growth, where you are setting the process before you follow it.

Responsibilities

• Own all aspects of accounting operations — monthly close, reconciliations, and monthly financial reporting across multiple portfolio companies.
• Manage the general ledger, ensuring accuracy, consistency, and compliance with GAAP and ASC 606.
• Oversee revenue recognition, contract setup, and billing integrations (Stripe and similar platforms).
• Operate at the corporate holding company level with the ability to get into the weeds with individual portfolio company general ledger systems and processes.
• Design and deploy AI agents for A/R, A/P, and General Ledger reconciliations — eliminating manual touchpoints and compressing close timelines.
• Evaluate and implement automation tools that improve close speed, accuracy, and financial visibility.
• Support tax compliance activities as needed.
• Support annual audits and the annual budget process as needed.
• Backfill portfolio-company accounting positions as needed, providing hands-on coverage where the business requires it.

Benefits

• Paid time off policies
• 401(k) match
• Medical/dental/vision and a variety of supplemental policies
• Employee discounts across our portfolio of brands
• RRSP match
• Medical, dental, and vision coverage
• A variety of supplemental benefit options

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed