Legal Operations Assistant

We’re Hiring:
Legal Operations Assistant

Liff, Walsh & Simmons is a fast‑paced and growing business law firm in Annapolis, Maryland, seeking a driven and detail‑oriented Legal Operations Assistant to join our dynamic team. This role requires initiative, sound judgment, professionalism, and strong follow‑through. The ideal candidate is comfortable working independently, managing multiple priorities, and consistently meeting deadlines in a collaborative legal environment.

• Track attorney billable hours and assist with preparation and distribution of client invoices
• Respond to client billing inquiries and support timely resolution of billing issues
• Assist with collections efforts, including follow‑up on outstanding invoices
• Maintain accurate billing and financial records
• Collaborate with finance and accounting staff to reconcile records and resolve discrepancies
• Track client‑related expenses and ensure timely and accurate billing of reimbursable costs to clients

• Organize, maintain, and update legal documents, including correspondence, pleadings, contracts, and case files
• Ensure accurate and timely filing of documents from file opening through closing

• Assist with client communications and general inquiries
• Maintain professional relationships with clients, court clerks, and agency staff
• Serve as a liaison between attorneys and clients, as needed

• Assist with drafting engagement letters
• Answer phones, manage mail, and maintain office supplies
• Provide coverage and administrative support during staff absences
• Assist with special projects and perform other duties as assigned
• Proactively follow up with attorneys to ensure completion of required administrative and billing‑related tasks

• Handle sensitive and confidential information with discretion and professionalism at all times

• Proficiency with billing software and accounting systems (legal billing experience strongly preferred)
• Working knowledge of legal billing terminology and invoicing procedures
• Strong organizational skills and exceptional attention to detail
• Excellent written and verbal communication skills
• Proficiency in Microsoft Office (Outlook, Word, Teams, Excel)
• Ability to work independently and collaboratively in a fast‑paced environment
• Strong time‑management skills with the ability to manage multiple priorities
• Positive, proactive, and professional attitude
• Commitment to continuous learning and improvement

• Paralegal certification or equivalent relevant work experience
• 1–3 years of experience as a legal assistant or administrative assistant
• Prior experience in a fast‑paced, growth‑oriented environment
• Active Maryland Notary, or willingness to obtain upon hire

$22–$25/hour

If this sounds like you, this is your opportunity to make a difference. Please submit your resume and cover letter to  Be part of something bigger, where passion meets purpose!

Liff, Walsh & Simmons is an equal‑opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, age, ancestry, marital status, sexual orientation, gender identity, disability, genetic information, or any other protected status under federal or Maryland law.