Accounting assistant/Bookkeeper Backup Full-Charge Bookkeeper

• Law Firm (QuickBooks, Trust/IOLTA, AI-Forward) Full time in the office downtown Chicago =========================================================

THE ROLE IN ONE SENTENCE

When our full-charge bookkeeper is out

• vacation, leave, or the unexpected
• you ARE the bookkeeping department: payroll, closes, trust compliance, all of it, from the first morning, with no ramp-up and no hand-holding.

WHY THIS FIRM IS DIFFERENT

We are a Chicago Loop trial law firm that has genuinely built AI into how we work

• in our law practice and in our operations.

We are not looking for someone to tolerate new tools; we are looking for someone excited to help us keep modernizing the accounting function itself: smarter categorization, automated receipt and invoice capture, anomaly detection, faster closes, cleaner reporting. AI handles the repetitive entry here. Your time goes to judgment calls, compliance nuances, and communication

• the things that actually need a human.

WHAT YOU WILL OWN DURING COVERAGE

• The complete books in QuickBooks (Online and Desktop): bank and credit-card reconciliations, AP/AR, payroll processing, month-end and year-end close
• Trust accounting: IOLTA and trust-account compliance
• kept strictly separate from operating
• including any filings or deadlines that land during your coverage
• Filevine-to-QuickBooks reconciliation: pulling matter-level cost, trust, and billing data from our case management system and tying it to the firm financials; flagging discrepancies before they become problems
• Personal and legacy accounts maintained in Quicken
• Financial statements and plain-English reporting for firm leadership, produced without oversight
• A documented, clean handoff with the primary bookkeeper at the start and end of every coverage period

WHAT YOU WILL HELP BUILD

(THE

TECH PART

)

• Put AI-assisted tools to work in the daily flow: receipt/invoice parsing, transaction categorization, reconciliation assistants, anomaly detection
• while keeping every number audit-ready
• Evaluate and recommend new automation for the accounting stack; if you have introduced a tool that made a finance function measurably faster or cleaner, we want to hear that story
• Help define where automation stops and professional judgment begins
• especially around trust accounting, where accuracy is non-negotiable

WHAT YOU BRING

• 4+ years of full-charge bookkeeping or accounting: you have run an organization's entire books alone, not pieces of them
• Demonstrated QuickBooks proficiency (certification a plus) and working familiarity with Quicken
• Filevine experience, or proven speed learning legal practice-management software
• Working knowledge of trust/IOLTA accounting rules in a law-firm environment
• Real fluency with AI-powered accounting tools
• paired with the judgment to know when not to trust them
• The attention to detail that catches the $12 discrepancy nobody else notices
• Independence, sound judgment without daily supervision, and the communication skills to explain financials to non-accountants

TO APPLY

Send your resume and a short note covering three things: (1) the books you have run solo; (2) your background in QuickBooks, Quicken, and Filevine or comparable legal software; and (3) one concrete example of a tool, automation, or AI workflow you introduced and what it changed. Candidates who can speak concretely about putting technology to work in a bookkeeping practice go to the top of the pile. Susan E. Loggans & Associates, P.C. | Chicago Loop | logganslaw.com

Job Type:

Full-time Pay:

$54,000.00

• $65,000.

00 per year

Benefits:

Dental insurance Disability insurance Health insurance Life insurance Paid sick time Paid time off Paid training

Work Location:

In person