Accounting Specialist / Bookkeeper

25N Coworking•Schaumburg, IL
•Hybrid

About The Position

25N Coworking is seeking a detail-oriented, organized, and dependable Accounting Specialist / Bookkeeper to support the company’s daily accounting operations. The position focuses on AI-assisted accounts payable processing, corporate credit card expense management, accounts receivable collections, and bank reconciliations. The successful candidate will have sound bookkeeping fundamentals, experience using multiple accounting systems, and the ability to manage competing priorities accurately and independently while following financial controls and collaborating across departments. The role is hybrid. For approximately the first one to two months, onboarding takes place in-office Monday through Friday at the Amara Club coworking space in Schaumburg, Illinois. After onboarding, the schedule is two days per week in-office and three days working from home. This part-time position works 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 window, and some hours are required each weekday. Accounting workload is typically heavier during the first and last weeks of the month and lighter during the middle two weeks.

Requirements

  • At least 2–3 years of bookkeeping or accounting experience, preferably including accounts payable, accounts receivable, and bank reconciliations.
  • Working 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 the ability to work effectively across multiple financial systems.
  • Comfort working with AI-assisted accounting tools, automated workflows, and technology-driven processes.
  • Proficiency in Microsoft Excel, 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, Business Administration, or a related field.
  • Experience with QuickBooks, Yardi, or similar accounting platforms.
  • 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, amounts, vendor details, payment terms, and supporting documentation across two accounting systems.
  • Ensure invoices follow the approval matrix, authorization requirements, and internal control procedures before payment approval.
  • Investigate and correct errors, discrepancies, and exceptions in AI-assisted invoice processing; handle invoices requiring manual intervention.
  • Monitor AI-driven invoice workflows, outstanding invoices, payment due dates, and vendor balances.
  • Research and resolve vendor inquiries, invoice discrepancies, and duplicate charges; maintain electronic invoice, approval, and payment records.
  • Assist with vendor statement reconciliations and month-end accounts payable activities.
  • Collaborate 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 expense receipts, business purposes, classifications, and required management approvals; follow up on missing or incomplete documentation and discrepancies.
  • Code and record corporate credit card transactions, reconcile expense reports and documentation to card statements, and identify or escalate unusual or noncompliant expenses.
  • Support accounts receivable collections by reviewing aging reports, identifying overdue balances, and communicating with customers about invoices and payment status.
  • Help resolve customer billing questions, payment discrepancies, and unapplied payments; document collection activities, communications, and payment commitments.
  • Work with accounting and operations teams to resolve receivables and improve collection efficiency.
  • Perform weekly reconciliations for multiple company bank accounts and investigate and resolve discrepancies.
  • Review bank activity for unusual transactions, duplicate entries, and missing postings; record and reconcile bank fees, transfers, and routine banking transactions.
  • Maintain supporting documentation for reconciliations and adjusting entries.
  • Assist with month-end close, general ledger reconciliations, other accounting projects, and continuous improvement of accounting procedures, controls, and workflows.
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