38243 | Operational Bookkeeper Job at Brilliant, Chicago, IL

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  • Brilliant
  • Chicago, IL

Job Description

Added - 12/30/25

38243 | Operational Bookkeeper

Accounting/Finance

Chicago, Illinois | Contract

Job Description

Job Title: Operational Bookkeeper (part-time)
Location: Chicago, IL (hybrid schedule)
Pay Range: $26-29/hr
Benefits: Health, dental, and vision insurance. 401(k) 

Role Overview:
Brilliant Financial Staffing has been engaged in a search for an Operational Bookkeeper with our client located in the Loop. Our client is a leading office serving  family members through providing support across investments, tax and accounting, trust and estate planning, reporting, insurance, and philanthropic matters. The Operational Bookkeeper will be brought on a contract basis for a period of 3+ months. Thispositionis part time, offering roughly 20 hrs/week.

Operational Bookkeeper Responsibilities:

  • Maintain accurate general ledger records for multiple family entities, including trusts, LLCs, partnerships, and philanthropic organizations.
  • Record and reconcile daily transactions, including bank accounts, investment activity, credit cards, and inter-entity transfers.
  • Prepare and post journal entries and ensure proper account classifications.
  • Support consolidated reporting across family entities as needed.
  • Assist in tracking budgets, cash flow, and expenses.
  • Maintain organized records to support tax preparation and filings.
  • Coordinate with internal and external tax advisors, accountants, and auditors.
  • Support accounting and recordkeeping related to trusts, estates, and charitable entities.
  • Track distributions, contributions, grants, and related documentation.
  • Assist with tracking insurance premiums, payments, and related documentation.
  • Support special projects and ad hoc financial requests from family members and leadership.
Operational Bookkeeper Qualifications:
  • Associate or Bachelor’s degree in Accounting, Finance, or a related field preferred.
  • 3+ years of bookkeeping or accounting experience; family office, private wealth, or multi-entity experience preferred.
  • Detail oriented and professional
  • Able to interface with various clients via email, phone, zoom
  • Experience with Archway a plus


Brilliant Staffing, LLC is an Equal Opportunity Employer and encourages applications from all individuals regardless of race, color, religion, gender, gender identity, sexual orientation, national origin, disability, or veteran status.

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Job Tags

Contract work, Part time, Work at office,

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