Billing Specialist
Hennessy & Roach • Chicago, Illinois • Full Time
Posted on Sat, May 9, 2026
Company Description
Hennessy & Roach, P.C. is a law firm defending employers in Workers’ Compensation and defendants in General Liability matters. H&R is based in Chicago with additional offices in Springfield, Illinois; St. Louis, Missouri; Overland Park, KS; Milwaukee, Wisconsin; Indianapolis, Indiana; Brentwood, Tennessee; and Omaha, Nebraska. The firm handles matters throughout the States of Illinois, Indiana, Iowa, Missouri, Nebraska, Kansas, Tennessee, and Wisconsin. Founded by Thomas G. Hennessy and James P. Roach on May 17, 1993, the firm continues to grow.
Job Description
Position Summary:
The Billing Specialist processes the daily deposit for payment of attorney invoices and is assigned to specific e-billing systems and clients to ensure the attorney invoices are properly uploaded for payment approval. The Billing Specialist also performs a variety of other accounting duties, including collections according to our established policies and procedures. Maintains contact with attorneys, staff, vendors, clients regarding invoice status with the E-Billing systems and demonstrates confidentiality of client and firm matters.
Essential Job Functions:
Submit invoices through various e-billing platforms.
Performs the daily deposits.
Applies paper checks, ACH/EFT payments, and credit card payments to the appropriate case and invoice as directed by clients daily.
Processes refunds for overpayments on invoices when needed, saving all documentation to the specific case in our system.
Returns duplicate checks to clients as needed, saving the documentation to the specific case in our system.
Research and applies prepaids in our system to the appropriate case and maintains the itemized prepaid spreadsheet daily.
Research the outstanding WIP for all clients in our system- processing deletions, updating and maintaining the billing entries in our system and the spreadsheet on a weekly basis for accuracy.
Adding ACH clients upon request and maintenance of the ACH spreadsheet in our system for full accuracy.
Maintenance of the spreadsheet for paper billed clients upon request when changes occur.
Possible future handling of specific clients within assigned bill review systems.
Research and respond to inquiries regarding any billing issues and problems that occur with the processing of the client-based invoices for approval and payment.
Communicates with the electronic bill review systems, attorneys, staff and adjusters for each client when needed, to ensure the invoices are successfully uploaded and approved.
Works with clients to ensure budgets and matter are added to the electronic bill review system which resolves any possible rejection issues that surface during the uploading process.
Reviews and verifies accuracy of billing and supporting documentation as required.
Is familiar with and applies Firm billing guidelines with each of their assigned clients within the bill review systems.
Maintains collections of specific electronically billed clients.
Saves collection efforts/emails to cases in our system.
Processes write-offs following Firm policy.
Creates and distributes accounts receivable reports when requested.
Ensure strict confidentiality at all times.
Assists with special projects as needed.
Other duties as assigned.
Qualifications
Education, Skills and Qualifications:
High school diploma or GED (or equivalent) required; associate or bachelor's degree in accounting preferred.
1-2+ years e-billing and accounts Receivable experience in a law firm.
Experience with e-billing platforms, e.g., TyMetrix, LegalX, etc.
Perfect Law Legal software experience preferred.
Proficiency with Microsoft Office.
Ability to handle a high volume of invoices each month.
Ability to effectively communicate with attorneys, staff, and clients.
Ability to organize workflows and use time efficiently via multitasking and prioritization.
Strong attention to detail in a fast-paced, ever-changing work environment and successfully adapt to changing priorities and work demands.
Ability to anticipate work needs and follow through with minimum direction, follow up on own initiative
Firm and Client Confidentiality required.
Additional Information
Benefits include: Medical, Dental, Vision, Group Term Life Insurance, Voluntary Term Life Insurance, Critical Illness, Accident, HSA, FSA, pre-tax Transit and pre-tax Parking. 401(k)/Roth retirement plan with company match. Generous time off policy.
All your information will be kept confidential according to EEO guidelines.