Controller - CFO Services
Boom
About Boom: Boom is an AI-native investment bank dedicated to transforming the way small industrial businesses are bought and sold. Backed by DRW, Motivate, and Mercury Fund, we've grown from $0 to nearly $800K in ARR in under a year with over $200M in exclusive deals. Our Succession-as-a-Service platform pairs AI agents with human expertise to help business owners maximize the value of their life's work before they exit, addressing the $10 trillion challenge facing retiring baby boomer business owners.
Role Overview: Boom is seeking a Controller to support our internal Fractional CFO Services practice. This dual-role position combines hands-on financial advisory with strategic practice development. You'll transform disorganized financial records into investor-grade reporting while building scalable processes that integrate with our AI-powered platform. This is a foundational role with significant growth potential as you transition from individual contributor to team leader.
Responsibilities:
- Lead migration of legacy accounting systems (QuickBooks Desktop) to cloud-based platforms and optimize chart of accounts for enhanced reporting clarity
- Implement modern financial operations including third-party integrations, automated workflows, and GAAP-compliant processes
- Manage comprehensive accounting functions including month-end close, general ledger reconciliations, budgeting, forecasting, and cash flow management
- Provide strategic advisory services to drive EBITDA improvements and increase enterprise value for small business clients
- Collaborate with product and engineering teams to document and standardize financial workflows for future AI automation
- Manage and mentor staff accountants while developing standardized processes and workflows for the CFO Services practice
- Support the deal team throughout the transaction process by providing financial due diligence analysis and ensuring transaction readiness
Qualifications:
- Bachelor's degree in Accounting or Finance; CPA preferred
- 7+ years of accounting experience in Big 4 audit or industrial SMB financial operations
- Advanced proficiency in QuickBooks Online/Desktop with hands-on experience in system migrations and financial optimization
- Prior experience as Controller, Accounting Manager, or fractional CFO serving small-to-medium business clients
- Strong understanding of small business financial reporting, GAAP compliance, and cash flow management
- Experience with M&A processes including transaction readiness and financial due diligence preferred
- Excellent communication skills with ability to explain complex financial concepts to small business owners
- Proven track record documenting processes and building scalable operational workflows
- Process-oriented mindset comfortable in fast-paced, early-stage environment
- Chicago-based preferred
What We Offer:
- Competitive compensation package: $120-150K
- Opportunity for equity participation in Boom's growth trajectory
- Foundational role with direct ownership and autonomy over core service offering
- Clear path to team leadership and practice expansion
- Chicago downtown office location with collaborative, high-energy environment
Why Join Boom:
- Address a massive market opportunity: Help solve the $10 trillion small business succession challenge
- Build cutting-edge solutions combining human expertise with AI-driven automation
- Join a fast-growing, venture-backed startup redefining small business M&A
- Shape the future of financial services in an AI-native environment
Join us at Boom and help transform small business succession while building the next generation of AI-powered financial services.