Assistant Remote Legal Operations Jobs in Florida

Contract | Remote | U.S.-Based

Mayersohn Law Group, P.A. is hiring an experienced Legal Billing & Collections Specialist with strong law firm billing experience, including collections with individual clients and hands-on Clio billing experience. This is an ideal opportunity for a highly organized professional who takes ownership of the full billing cycle, works independently, and brings accuracy, professionalism, and sound judgment to a law firm environment.

In this role, you will manage the full billing cycle—from time entry review through collections—while maintaining accurate financial records and supporting the firm’s financial operations with precision. The ideal candidate proactively identifies and resolves billing issues before invoices are sent, handles client inquiries and disputes with professionalism, and stays organized while managing multiple priorities. This position requires a highly accountable, detail‑oriented billing professional who is ethical, discreet, responsive, and committed to accuracy and follow‑through in a fast‑paced law firm environment.

If you value structure, accountability, and mission‑critical work, this role offers the opportunity to contribute meaningfully to a firm that truly respects the billing function.

At MLG, billing is treated as a mission-critical function and supported by leadership, strong systems, and clear expectations. Even in a remote environment, we value clarity, accountability, and structure that allow billing to run smoothly and predictably.

You’ll enjoy:

• A predictable, well-organized billing cycle.
• Attorneys who enter time daily, with leadership enforcing compliance.
• Clear processes and a strong internal support team.
• A stable, AV-rated, NAMWOLF-certified firm with excellent systems.
• A calm, professional, respectful work environment.
• Leadership that fully supports billing policies and collections efforts.
• The flexibility of working remotely as an independent contractor.

• Review daily time entries for accuracy, completeness, grammar, and spelling.
• Review attorney and legal staff time entries before billing to ensure descriptions are clear, accurate, and client-friendly.
• Communicate with attorneys to ensure timely corrections and compliance with time entry expectations.
• Generate and revise pre-bills in Clio.
• Prepare and finalize invoices in compliance with billing guidelines.
• Ensure invoices are delivered no less than every two weeks and track receipt confirmation by the proper party.
• Process payments by credit card, wire, and check.
• Monitor trust and retainer balances and post in compliance with trust accounting rules, where applicable.
• Handle chargebacks, disputes, refunds, and adjustments with approval.
• Track outstanding balances and conduct collections professionally.
• Support monthly reporting and reconciliation.
• Respond to billing inquiries and resolve discrepancies efficiently.

• Legal billing experience required.
• Legal collections experience with FDCPA knowledge required.
• Hands-on billing experience in Clio required.
• Understanding of basic accounting and trust accounting.
• Proficiency with legal billing software, timekeeping systems, and Microsoft Office.
• Strong attention to detail, accuracy, and communication skills.
• Ability to work independently and stay organized in a deadline-driven environment.
• Professional, discreet, and solution-oriented approach.

Mayersohn Law Group, P.A. is an AV-rated, NAMWOLF-certified South Florida law firm known for excellence in litigation. Founded by Leah Mayersohn, a former prosecutor with decades of high-stakes trial experience, the firm represents clients in Criminal Law, Family Law, Real Estate, and Commercial Litigation.

At MLG, our mission is simple: Relentless where it matters. Deliberate at every turn. This philosophy shapes how we approach every case—pursuing outcomes with tenacity while applying thoughtful, strategic judgment at each step.

Our work is guided by our PATHS core values:

- Purposeful: Every action is intentional and moves the case forward
- Accountable: We take ownership from intake through resolution
- Trustworthy: We handle every matter with discretion and care
- Honest: We communicate clearly, directly, and truthfully
- Strategic: We apply sound judgment and real-world thinking to every case

Our team operates in a direct, fast-paced, and solutions-focused environment. We value professionals who communicate clearly, accept candid feedback, and stay focused on achieving results.

We are continuing to grow our litigation team while strengthening our systems, operations, and client service standards. Our firm is built on professionalism, accountability, and strategic execution, with a clear focus on delivering results for our clients.