Controller – Hybrid/Remote

We’re looking for someone to be a key leader in a business of one of the largest privately held players in the industry that is reshaping the future of insurance through bold acquisitions and cutting-edge technology. Their in-house AI platform transforms how they underwrite, analyze risk, and serve our customers, giving a competitive edge and fueling rapid growth.

This role is part of a high-growth, independently operated division within a larger enterprise. An ambitious fast paced entity that secured significant investor funding and is accelerating its expansion through acquisitions, requiring a Controller to lead all financial reporting, consolidation, and accounting operations during this critical phase of scale.

About our client:
Free Healthcare Coverage – We believe in taking care of our people, so we cover 100% of employee healthcare premiums.
High-Growth Environment – is expanding rapidly across multiple states, offering exciting opportunities for career advancement and leadership.
Tech-Driven Culture – Work at the intersection of insurance and innovation, with a proprietary AI platform that’s transforming how we operate.
Backed by Strong Investors – We’ve recently secured significant funding to fuel our next phase of growth—this is your chance to get in early and make an impact.

Title: Controller
Location: Miami, FL / Hartford, CT – Hybrid/Remote
Potential compensation: $120,000 – $150,000 + Bonus

The Controller will play a key role in transitioning the business from a cash to accrual accounting basis, while also leading the implementation of a new ERP system to support scalable, automated financial operations for the fast-scaling business. Oversee all accounting operations, ensure compliance, and provide financial insights that drive strategic decisions. This is a high-impact role with visibility across the executive team and a direct hand in shaping the financial future of a tech-forward insurance powerhouse.

Responsibilities

• Lead the accounting function, including GL, AP/AR, payroll, and financial reporting and investor reporting
• Manage monthly, quarterly, and annual close processes
• Oversee integration of newly acquired agencies into our financial systems
• Drive financial consolidation across multiple entities and acquisitions
• Lead ERP implementation and optimization initiatives
• Collaborate with AI and automation teams to streamline financial workflows
• Partner with FP&A and executive leadership to deliver actionable insights
• Ensure compliance with GAAP and regulatory requirements
• Build and scale internal controls and financial processes for a growing enterprise

Qualifications

• Bachelors in Accounting, CPA required; Big 4 or public accounting experience a plus
• 10+ years of progressive accounting/finance experience in insurance, financial services, or high-growth environments preferred
• Proven experience with M&A, financial consolidation, and post-acquisition integration
• Hands-on experience with ERP implementation and financial system upgrades
• Familiarity with AI-driven automation tools and a tech-forward mindset
• Strong understanding of GAAP, internal controls, and financial systems