Senior Staff Accountant

Rock Oak Capital Partners; Illinois; Hybrid; USD 70,000 - 100,000; Full time

Job summary

Rock Oak Capital Partners is seeking a Senior Staff Accountant to support general ledger, month-end close, treasury operations, reconciliations and tax prep across a diversified portfolio. The role spans multiple entities, holding companies and investments, offering broad exposure beyond a single entity.

You will handle journal entries, reconciliations, intercompany activity and audit-ready records, while contributing to process improvements in a dynamic family-office setting.

Qualifications

• Bachelor's degree in Accounting, Finance or related field.
• Strong general ledger and reconciliations experience.
• Experience supporting month-end close and intercompany activities.

Responsibilities

• Prepare journal entries, reconciliations and schedules across entities.
• Support month-end close, fixed assets, accruals and intercompany balances.
• Assist with tax preparation and external audits.
• Support treasury functions, cash management and intercompany funding.
• Identify process improvements in accounting workflows.

Skills

General ledger

Month-end close

Intercompany accounting

NetSuite

Excel

Accounting controls

Education

Bachelor's degree in Accounting, Finance or related field

Tools

NetSuite

Microsoft Excel

Job description

Own the details behind a diverse, multi-entity investment portfolio

Full-Time | Hybrid |Periodic Travel to Rockford, Illinois| Reports to Controller / Managing Partner

About Rock Oak Capital Partners:

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. That creates an opportunity for accounting professionals who enjoy understanding how businesses work, solving problems and maintaining accurate financial information across a complex organization.

The Opportunity:

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.

The Ideal Candidate:

The strongest candidate will be technically solid, highly organized and exceptionally attentive to detail. This person will be comfortable working across numerous entities and accounts while maintaining accuracy, meeting deadlines and recognizing when something does not look right.

We are looking for someone who takes ownership of their work, enjoys digging into discrepancies and can operate effectively in an entrepreneurial environment where priorities may cross industries and business types.

Key Responsibilities:

General Ledger & Month-End Close

• 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.

Treasury & Daily Accounting Operations

• 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.

Tax, Audit & Compliance Support

• 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.

Systems & Process Improvement

• Perform day-to-day accounting activities in NetSuite and maintain consistent accounting practices across entities.
• Identify opportunities to improve reconciliations, documentation and accounting workflows.

Required Experience and Capabilities:

• 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.

Relevant and Preferred Background:

• Experience within a multi-entity corporate, family office, investment or portfolio company environment.
• Public accounting audit or tax 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.

Why Join Rock Oak?

• Gain unusually broad accounting exposure. Work across multiple businesses, asset classes and legal entities rather than spending your career inside a single operating company.
• Take meaningful ownership. This is a hands-on role where accuracy, judgment and follow-through matter, and strong performers will have significant visibility into the financial operation of the portfolio.
• Work directly with decision-makers. The accounting organization works closely with Rock Oak leadership and the operating businesses it supports.
• Help build the function. Rock Oak continues to develop its family office accounting infrastructure, creating opportunities to improve processes, strengthen reporting and help shape how the organization operates.

This is a hybrid position with periodic travel to Rock Oak Capital Partners' family office in the Rockford, Illinois area for team meetings, planning sessions and other business needs.