Accounting Specialist / Bookkeeper

25N Coworking • Schaumburg, IL

4d • Hybrid

About The Position

25N Coworking is hiring a part-time Accounting Specialist / Bookkeeper to handle day-to-day financial tasks alongside its finance team. The role focuses on AI-assisted accounts payable processing, corporate credit card expense management, accounts receivable collections, and bank reconciliations.

The position is hybrid. For approximately the first 1–2 months, onboarding takes place in the office Monday through Friday at the Amara Club coworking space in Schaumburg, Illinois. After onboarding, the schedule is two days per week in the office and three days working from home. The role is approximately 22–28 hours per week, with hours varying according to workload. Work takes place Monday through Friday between 8 a.m. and 5 p.m., with flexibility within that timeframe, and some working hours are needed each weekday. The first and last weeks of the month are generally busier than the middle weeks.

The ideal candidate is a self-directed, detail-oriented problem-solver with bookkeeping experience, strong organizational and communication skills, and an interest in technology-driven accounting processes. A high school diploma is required; an associate’s or bachelor’s degree in accounting, finance, or a related field is preferred.

Requirements

• High school diploma.
• At least 2 years of bookkeeping or accounting experience, including accounts payable, accounts receivable, and bank reconciliations.
• Knowledge of basic accounting principles, general ledger transactions, and internal financial controls.
• Experience reviewing vendor invoices, validating accounting entries, and managing approval workflows.
• Experience reconciling multiple bank accounts and researching discrepancies.
• Proficiency with accounting software and ability to work across multiple financial systems.
• Comfort working with AI-assisted accounting tools, automated workflows, and technology-driven processes.
• Proficiency in Microsoft Excel and Google Sheets, including sorting, filtering, and basic formulas.
• Strong organizational skills, attention to detail, and ability to meet recurring deadlines.
• Excellent written and verbal communication skills.
• Ability to handle confidential financial information with discretion and professionalism.

Nice To Haves

• Associate’s or bachelor’s degree in Accounting, Finance, or a related field.
• Experience with QuickBooks, Yardi Voyager, Gmail, and Google Workspace.
• Experience supporting accounting operations for multiple business entities or locations.
• Familiarity with AI-assisted invoice processing, accounting automation, or automated accounts payable systems.
• Familiarity with corporate credit card expense management systems.
• Experience with accounts receivable aging reports and customer collections.
• Understanding of month-end close procedures and account reconciliation best practices.

Responsibilities

• Review and validate vendor invoices processed by AI agents, including data entry, general ledger coding, invoice amounts, vendor information, and payment terms across two accounting systems.
• Verify AI-generated invoice entries against original vendor invoices and supporting documentation.
• Ensure invoices comply with internal controls before approval for payment.
• Identify, investigate, and correct errors or discrepancies in AI-assisted invoice processing.
• Monitor AI-driven invoice workflows for accuracy, completeness, and timely processing.
• Handle invoices requiring manual intervention, including exceptions and unusual transactions.
• Monitor outstanding invoices, payment due dates, and vendor account balances.
• Research and resolve vendor inquiries, invoice discrepancies, and duplicate charges.
• Maintain electronic records of invoices, approvals, and payment documentation.
• Assist with vendor statement reconciliations and month-end accounts payable activities.
• Work with the accounting team to improve AI-assisted invoice processing, internal controls, and operational efficiency.
• Review and process employee corporate credit card expense reports for compliance with company policies.
• Verify receipts, business purposes, expense classifications, and required management approvals.
• Follow up with employees about missing receipts, incomplete reports, or discrepancies.
• Code and record corporate credit card transactions in the appropriate accounting system.
• Reconcile employee expense reports and supporting documentation to corporate credit card statements.
• Manage accounts receivable collections to support timely customer payments.
• Review accounts receivable aging reports and identify overdue balances requiring follow-up.
• Communicate with customers about outstanding invoices and payment status.
• Help resolve customer billing questions, payment discrepancies, and unapplied payments.
• Document collection activities, customer communications, and payment commitments.
• Collaborate with accounting and operations teams to resolve outstanding receivables and improve collection efficiency.
• Perform weekly bank reconciliations for multiple company bank accounts.
• Investigate and resolve reconciliation discrepancies in a timely manner.
• Review bank activity for unusual transactions, duplicate entries, and missing postings.
• Record and reconcile bank fees, transfers, and other routine banking transactions.
• Maintain supporting documentation for reconciliations and adjusting entries.
• Assist with month-end closing activities, general ledger reconciliations, and other accounting projects as assigned.

Benefits

• Hybrid work schedule after onboarding: three days per week working from home and two days per week at the Amara Club Schaumburg location.
• Access to a designed coworking workspace.
• Fresh-roasted coffee, tea, and filtered water at the office.
• Access to an on-site fitness center.
• Supportive and inclusive team culture.

What This Job Offers

• Job Type: Part-time
• Career Level: Entry Level
• Education Level: High school or GED