Senior Staff Accountant

Rock Oak Capital • Rockford, IL

8d • Hybrid

About The Position

Rock Oak Capital Partners oversees and supports a diversified portfolio of operating businesses and investments across healthcare, commercial real estate, hospitality, software and private aviation. The family office finance team supports multiple operating entities, holding companies and investments, each with different transaction flows, reporting requirements and operating considerations. This creates an opportunity for accounting professionals who enjoy understanding how businesses work, solving problems and maintaining accurate financial information across a complex organization. Rock Oak Capital Partners is seeking a hands-on, detail-oriented Senior Staff Accountant to support general ledger accounting, month-end close, treasury operations, reconciliations and tax preparation across the portfolio. This role will be an important part of the day-to-day financial operation of the family office. The Senior Staff Accountant will work across multiple entities, maintain accurate and audit-ready financial records, investigate discrepancies and help ensure that transactions move cleanly between operating companies and holding entities. The position is well suited for an accountant who enjoys variety and wants broader exposure than is typically available within a single-company accounting department. As the family office accounting function continues to expand, the team is also expected to assume responsibility for additional portfolio-company accounting currently supported through external resources.

Requirements

• 3-6 years of progressive accounting experience.
• Bachelor's degree in Accounting, Finance or a related field.
• Strong general ledger accounting and account reconciliation experience.
• Hands-on experience supporting month-end close.
• Experience working within an ERP or comprehensive accounting platform; NetSuite experience is strongly preferred.
• Intermediate to advanced Microsoft Excel skills, including pivot tables, XLOOKUP and complex formulas.
• Strong analytical and problem-solving skills with exceptional attention to detail.
• Ability to manage multiple entities, deadlines and priorities simultaneously.
• High degree of discretion and sound judgment when handling confidential financial information.
• Strong communication skills and a willingness to work collaboratively with accounting colleagues and business leaders.

Nice To Haves

• Experience within a multi-entity corporate, family office, investment or portfolio company environment.
• Public accounting audit or tax experience.
• Healthcare accounting experience.
• Experience with intercompany transactions and allocations.
• Exposure to commercial real estate, hospitality, SaaS or other portfolio-company accounting.
• CPA eligibility, CPA candidacy or other relevant accounting certification.

Responsibilities

• Prepare journal entries, account reconciliations and supporting schedules across multiple operating companies, holding companies and investment entities.
• Support timely and accurate month-end and year-end close, including fixed assets, accruals, prepaids and intercompany balances.
• Investigate discrepancies and maintain accurate, audit-ready financial records.
• Monitor daily banking activity and support cash management, ACH/wire transactions and intercompany funding.
• Reconcile merchant/POS deposits, healthcare collections and other operating activity across the portfolio.
• Support accounts payable, expense allocations and recurring accounting workflows.
• Support accounting and reconciliations across Rock Oak's healthcare, real estate, hospitality, software and aviation holdings.
• Maintain supporting schedules for portfolio-specific activity such as leases, tenant payments, aircraft expenses and other operating transactions.
• Prepare schedules, trial balances and supporting documentation for external auditors and tax preparers.
• Assist with 1099 reporting and applicable sales, use, property and other state and local tax filings.
• Perform day-to-day accounting activities in NetSuite and maintain consistent accounting practices across entities.
• Identify opportunities to improve reconciliations, documentation and accounting workflows.

Benefits

• Gain unusually broad accounting exposure.
• Take meaningful ownership.
• Work directly with decision-makers.
• Help build the function.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior