Controller, Accounting, Financial Reporting

Controller

Bishop Street Underwriters

Reports To:

Chief Financial Officer (CFO)

Location:

Chicago, South Florida or Hybrid Office/Remote

Employment Type:

Full-Time, Regular

Bishop Street Underwriters (BSU) is a specialty insurance holding company with a portfolio of 10+ operating businesses (OpCos) operating across the United States, Canada, and the United Kingdom with 400+ employees. Since launching in 2023, BSU has grown through acquisition and de novo build-out into an $800M+ gross written premium platform. The Accounting and Financial Reporting function is central to that scale: it gives every OpCo a shared, scalable financial backbone so each business can focus on underwriting excellence.

The Controller reports to the CFO and works closely with the entire Bishop Street C-Suite and Operating Companies to support the Accounting and Financial Reporting functions at Bishop Street. You will own the accuracy, integrity and timeliness of the company’s day-to-day accounting and financial reporting — running the monthly, quarterly and annual close, and delivering consolidated financial reporting and tax compliance for the holding company and its subsidiaries.

Alongside that core rhythm, you will develop and implement the controls and processes that let this reporting function scale as the company grows. Because BSU adds new OpCos on a rolling basis, that includes owning the playbook for bringing each newly acquired company’s books onto BSU’s reporting and controls framework quickly and cleanly — evaluating the accounting and financial reporting implications of acquisition targets and leading the financial integration of acquired companies as one part of a broader mandate to keep the platform’s books accurate, consistent, and audit-ready.

Key requirements of the position include strong technical accounting and financial reporting expertise, exceptional attention to detail, accuracy, organization, and a strong sense of urgency — along with the ability to stay grounded and methodical while working with incomplete information, since deal timelines and newly acquired entities don’t always arrive fully documented. The ability to operate effectively in a fast-paced, high-growth environment while managing multiple priorities and deadlines is essential.

You will communicate financial results and accounting matters effectively to senior management and play a key role in M&A activities, including financial diligence, purchase accounting, integration and the establishment and maintenance of appropriate financial reporting and internal controls.

This is a unique opportunity for a highly motivated, entrepreneurial-minded individual to play a pivotal role in a fast-growing, private equity-backed company. With strong organic growth, multiple inorganic opportunities and integration at any given time, and new strategic initiatives on the horizon, the company is scaling rapidly — which means this role is shaping the accounting infrastructure while the platform is still being built, not maintaining a finished one.

This role offers direct exposure to the C-suite and the chance to grow alongside a dynamic, collaborative, and high-performing team.

• Manage monthly, quarterly and annual close processes including consolidation and preparation of internal and external financial reporting packages
• Serve as the primary liaison with auditors and lead external audits
• Review financial statements and reporting submitted by Operating Companies (OpCos) for accuracy, consistency and adherence to GAAP, lender requirements and other established policies and procedures
• Oversee the preparation of consolidated financial statements and other management and external financial…