Part Time Bookkeeper/Accountant

Job description

Job Description Job Description Part-Time Bookkeeper / Accountant (Full-Charge) Location: Chicago, IL - In office only Schedule : 2-3 full days per week (8 hours per day), with flexible scheduling Compensation: $35-$45 per hour, based on experience Classification: Open to either W-2 employee or 1099 independent contractor

Position Summary We are seeking a detail-oriented, dependable, and discreet Part-Time Full-Charge Bookkeeper/Accountant to manage the day-to-day financial operations of three commonly-owned small businesses operating in highly regulated, confidentiality-sensitive fields:

A Social Security disability business (handles claimant PII and works to Social Security Administration standards)

A Medicare insurance agency

A law practice (maintains attorney client trust / IOLTA accounts)

This is an in-office role, approximately one to two full days per week. The work is performed primarily in QuickBooks Online, and the right candidate will work independently to keep the books accurate, current, and audit-ready, and will prepare financials for handoff to our outside accounting firm. Payroll, sales/use tax, and tax preparation are handled externally and are not part of this position.

The ideal candidate has full-charge bookkeeping experience, has worked with attorney trust/IOLTA accounts (including three-way reconciliation), understands the discretion required when handling sensitive personal and government-regulated information, and can be trusted to work independently with minimal supervision.

Responsibilities Maintain accurate, current financial records for three small companies in QuickBooks Online

Record and categorize income and expenses across all three entities

Reconcile bank and credit card accounts monthly

Perform three-way reconciliation of attorney trust (IOLTA) accounts, maintain per-client ledgers, and keep documentation audit-ready

Process accounts payable and accounts receivable as needed

Maintain vendor records and payment schedules

Track activity involving related/commonly-owned entities accurately

Prepare month-end and year-end financial statements, including profit & loss statements and balance sheets

Compile and organize year-end financials and supporting documentation for our outside accounting firm

Coordinate directly with the outside accounting firm on tax-related requests

Ensure the accuracy, completeness, and integrity of all financial records

Maintain strict confidentiality of all financial, client, and business information

Required Qualifications Associate's degree in Accounting, Finance, or a related field

Minimum 2 years of full-charge bookkeeping/accounting experience

Strong proficiency with QuickBooks Online

Demonstrated experience with attorney trust / IOLTA account management, including three-way reconciliation and client trust ledgers

Experience working in confidentiality-sensitive and/or government-regulated environments (e.g., handling PII, SSA, or healthcare/Medicare -related records)

Solid experience with bank reconciliations and general ledger accounting

Working knowledge of accounts payable and accounts receivable processes

Proficiency with Microsoft Office and Google Workspace

Comfort using online banking portals

Excellent attention to detail and organizational skills

Ability to work independently with minimal supervision

Strong communication and problem-solving skills

Ability to pass a background check (this role has full access to financial records and sensitive information)

Preferred Qualifications Experience supporting multiple commonly-owned small businesses

Experience preparing year-end documentation and working directly with outside accountants or CPAs

Familiarity with the recordkeeping and confidentiality standards of legal, insurance, or Social Security practices

Reporting & Working Relationships Reports directly to the owner

Works alongside our outside accounting firm, which handles tax preparation and filing

Physical Requirements Ability to work at a computer for extended periods

Ability to maintain regular attendance on the scheduled in-office workday(s)

Worksite address

chicago, IL, 60601, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.