Leah Winebrenner
Glen Burnie,MD
Overview
19
19
years of professional experience
Work History
Legal Administrative Assistant
Holloway & Sullivan, LLC
Baltimore, MD
12.2025 - 04.2026
- Prepared Social Security Applications and Medical Assistance Applications
- Prepared Death Certificate Applications and filed with Social Security Office
- Prepared Social Security Representative Payee Applications and filed with Social Security Office
- Reconciled bank statements for all Guardianship accounts that the office represented (about 700-800 accounts)
- Assisted Attorney’s with obtaining all information needed to file for guardianship of property
- Processed and mailed checks to each facility that each client resided at
- Processed checks for each client to have monthly spending money or contacted facilities each month to have them process checks for clients from their resident accounts.
- Organize and maintain electronic/physical case files, including medical records, financial documents, and court correspondence
- Act as the primary contact for family members, fiduciaries, and guardians, managing sensitive inquiries with empathy
- Provided specialized support to attorneys managing fiduciary, elder law, and incapacity matters
Legal Administrative Assistant
The Disability Law Center of Vincent Piazza, P.C.
Parkville, MD
05.2025 - 07.2025
- Completed SSD and/or SSI applications accurately and efficiently
- Maintaining and organizing case files, client records, and legal documents
- Answering phones, screening calls, and acting as a primary point of contact for clients, addressing inquiries and concerns related to their cases
- Educating clients on the Social Security disability application and appeals process
- Keeping clients updated on the status of their cases
- Collecting, reviewing, and organizing medical records, employment history, and other relevant documents to support client claims
- Communicating with the Social Security Administration to facilitate case processing
- Drafting and filing legal documents like briefs, motions, and appeals
- Scheduling appointments, depositions, and hearings
- Preparing, formatting, proofreading, and editing correspondence and other documents
- Filing exhibits, briefs, and other legal documents with appropriate courts, agencies, or opposing counsel
- Performing general clerical duties such as filing, faxing, scanning, and mailing
- Assisting with basic legal research, gathering relevant laws, regulations, and case law
- Staying up-to-date on Social Security Administration (SSA) regulations and policies
Sales Associate/ Cashier
American Eagle Outfitters
10.2019 - 03.2020
- Rung up customers purchases and made sure each item was rung up accurately
- Maintained Knowledge of each department to help customers find the products they were searching for
- Executed cash transactions quickly and accurately
- Made sure each department of the store looked presentable
- Helped Customers pick out clothes and if they needed access to the dressing rooms directed them to them.
- Made sure any unpurchased inventory was returned to the correct area of the store neatly
Bartender Shift Manager
Ellie's Place
Millersville, MD
02.2008 - 08.2017
- Responsible for opening and closing procedures
- Verified adequate levels of supplies such as liquor, food, restaurant supplies and placed orders with Vendors
- Trained new employees in the bar and kitchen
- Maintained knowledge of current menu items, garnishes, ingredients and preparation methods
- Managed inventory of dining room products, including condiments, linens and flatware
- Applied proactive and resourceful nature to create pleasant guest experiences
- Proactively assessed customer needs and provided beverage refills, condiments and other services
- Carried dirty dishes to kitchen to keep dining areas clean and promote efficiency
- Executed cash transactions quickly and accurately
- Backed up cashier staff to process customer orders and payments
- Monitored customer movements and quickly cleared empty tables for future customers
- Greeted guests with friendliness and professionalism
- Prepared and filed financial statements such as balance sheets and income statements
- Resolved conflicts and negotiated agreements between parties in order to reach win-win solutions to disagreements and clarify misunderstandings
Paralegal
Cawley & Bergmann LLP
Columbia, MD
10.2008 - 08.2012
- Filed pleadings and required paperwork with court clerk according to strict deadlines
- Researched cases and attained affidavits to support Attorney’s and case needs
- Organized and executed court calendar with daily cases and supervisor meetings
- Organized and prepared case exhibits and evidence for trial
- Drafted motions, briefs and other legal documents associated with litigation process
- Assisted in elements of civil litigation, including initiating and responding to claims, gathering and presenting evidence and client counseling
- Organized exhibits for trial, preparing materials and supporting documentation for easy display and admittance
- Managed case correspondence on behalf of two attorneys
- Identified and analyzed legal documents, discovery documents and contracts
- Used online databases such as LexisNexis to examine secondary sources, statutory law, case law and federal and state regulations
- Drafted documents to be filed with court
- Drafted judicial correspondence and handled court mailings
- Filed post judgment paperwork within court guidelines
Office Manager/ Administrative Assistant
Cawley & Bergmann LLP
Columbia, MD
05.2007 - 10.2008
- Automated office operations, managing client correspondence, record tracking and data communications in database and case management software
- Oversaw office financial management, including AP/AR and payroll administration
- Evaluated and identified ineffective workflow processes, implements solutions to improve productivity and personnel performance
- Interviewed, on-boarded, developed and oversaw daily activities of 50 office personnel
- Maintained impeccable office organization to support efficiency, professionalism and performance objectives
- Coordinated travel arrangements, including booking hotel rooms, car rentals and airfare for staff traveling to domestic locations
- Supported clerical needs of more than 50 employees including taking messages, scanning documents and routing business correspondence
- Handled supply purchases and inventory management for office operations and equipment maintenance
- Maintained office supplies inventory by checking stock and ordering new supplies as needed
- Supported General Manager and managers with smooth and efficient clerical support
- Scheduled appointments and maintained master calendar
- Produced professional and error-free letters, presentations and spreadsheets
- Reduced financial discrepancies by accurately managing accounting documentation while maintaining case costs and billing processes
- Distributed company correspondence, including memos and updates to reinforce and apprise departments and divisions of corporate objectives and developments
- Opened and organized daily mail and made sure correspondence was documented on the correct account and filed accordingly.
- Any payments that came in the mail ensured they were processed and documented in the system and had to deposit checks, money orders or cash into proper company account. Also processed credit card payments daily. If client was set up on payment plan, I was responsible for keeping their information secure and processing payment on correct date. If payment declined or did not process correctly I had to contact client to ensure correct information was on file.
- Responsible for office petty cash and maintaining an accurate ledger
- Processed checks that needed to be issued to vendors, companies, or clients
Receptionist
Cawley & Bergmann LLP
Glen Burnie, MD
02.2007 - 05.2007
- Greeted Clients and Vendors when they arrived
- Answered Multiple Line Phone system and made sure calls were directed to correct department.
- Assisted Office Manager, Administrative Assistant, Legal Assistant, Paralegal, and Attorney’s with duties as needed.
- Any returned mailed made sure system was updated with client’s correct information.
- Made sure front waiting area was presentable at all times.
Timeline
Legal Administrative Assistant
Holloway & Sullivan, LLC
12.2025 - 04.2026
Legal Administrative Assistant
The Disability Law Center of Vincent Piazza, P.C.
05.2025 - 07.2025
Sales Associate/ Cashier
American Eagle Outfitters
10.2019 - 03.2020
Paralegal
Cawley & Bergmann LLP
10.2008 - 08.2012
Bartender Shift Manager
Ellie's Place
02.2008 - 08.2017
Office Manager/ Administrative Assistant
Cawley & Bergmann LLP
05.2007 - 10.2008
Receptionist
Cawley & Bergmann LLP
02.2007 - 05.2007