Caboose Holdings Controller

JOB TITLE

Caboose Holdings Controller

A-CAP Services LLC

Finance

Corporate Controller

Onsite in Miami, FL (Hybrid)

A-CAP is a rapidly growing organization that owns and operates multiple insurance companies and ancillary insurance businesses and has over $10 billion of total invested assets. This opening is with the holding company, which primarily performs asset management, actuarial, accounting, and other oversight functions on behalf of A-CAP’s insurers and third‑party clients. This group also provides strategic and operational support to A-CAP’s portfolio companies/subsidiaries, proactively formulates new investment strategies, oversees external financing and acquisition activities, and provides modeling support for insurer liabilities and capital.

On the insurance product side, A-CAP’s primary lines of business are traditional fixed and equity‑indexed annuities, with additional business in whole life insurance, Medicare supplement, and hospital indemnity products. A-CAP insurers originate over $2 billion of new premium annually.

The Caboose Holdings Controller is responsible for overseeing the accounting, reporting, and financial management activities related to the Caboose investment structure. This role serves as a key liaison between the operating entity accounting teams, A‑CAP Accounting, and external tax providers, ensuring accurate financial reporting, asset valuation, and compliance with applicable accounting standards. The ideal candidate brings strong technical accounting expertise, a solid understanding of tax coordination, and the ability to manage cross‑functional projects efficiently.

• Prepare and review general financial reporting, including trial balances, debt schedules, and supplemental schedules for tax purposes.
• Perform asset valuations and maintain supporting documentation within the Caboose structure.
• Serve as the primary liaison between operating entity accounting teams and A‑CAP Accounting to ensure consistent and accurate reporting.
• Coordinate audit requests and manage auditor relationships for all Caboose‑related financial matters.
• Develop, update, and maintain investor reporting materials and presentation decks for the Caboose structure.
• Assist with tax structuring and coordinate with external tax advisors to ensure compliance and optimal structuring outcomes.
• Support ad‑hoc financial analysis and special projects as required.

• Bachelor’s degree in Accounting, Finance, or a related field required; CPA designation preferred.
• Strong knowledge of U.S. GAAP and familiarity with IFRS reporting standards.
• Demonstrated experience in financial reporting, tax coordination, FP&A, and project management.
• Excellent analytical skills with a high attention to detail and accuracy.
• Proven ability to manage multiple priorities and work effectively across teams and stakeholders.
• Advanced proficiency in Excel and familiarity with accounting systems.
• Excellent written and verbal communication skills.

A-CAP works hard to create a positive and supportive environment. That's why we offer great benefits to safeguard the health and well‑being of our employees. Our comprehensive benefits package includes:

• Competitive compensation programs
• Employer‑sponsored medical, dental, and vision insurance
• Paid Life & AD&D Insurance (for employees and families)
• Paid Disability Insurance (STD + LTD)
• Paid Parental Leave
• Paid Vacation and Sick Leave
• Paid Holidays
• Voluntary Supplemental Insurance
• Safe Harbor 401(k) plan with employer match
• And other benefits and perks!

This is a full‑time position. Days and hours of work are Monday through Friday, 9:00 a.m. to 6:00 p.m., 40 hours weekly, or as otherwise arranged with the manager of the department.

US work authorization is required.

A-CAP is an Equal Opportunity Employer and does not discriminate in recruiting, hiring, promotion or any other personnel action based on race, ethnicity, national origin, color, sex, gender, gender identity or expression, sexual orientation, religion, age, disability, veteran status, or any other…