Rebecca Sheppard - an Annapolis, Maryland (MD) Tax Controversy Lawyer

Annapolis Tax Controversy Lawyer

Updated: 03/16/2026

Areas of Practice

Tax Controversy 100%

Attorney Information

Overview

Rebecca Sheppard is a Senior Tax Attorney at Frost & Associates, LLC. She joined the firm in June, 2016. She previously worked for the Comptroller of Maryland in the Hearings and Appeals Section. Rebecca conducted administrative hearings, issued binding legal determinations and negotiated settlement agreements on behalf of the Comptroller of Maryland.

Rebecca gained hands-on experience in multiple practice areas, including: Individual Income Tax, Corporate Income Tax, Sales and Use Tax, Withholding Tax, Admissions and Amusement Tax, Motor Fuel Tax and Business License Revocation. She is also experienced in Personal Officer Liability stemming from assessments in Sales and Use Tax, Withholding Tax and Admissions and Amusement Tax.

Rebecca received recognition from the Comptroller of Maryland for outstanding customer support and served as a member of the Maryland Charity Campaign. Prior to joining the Hearings and Appeals Section, Rebecca was a Law Clerk for the Maryland Tax Court.

Rebecca also practiced law as an associate for a small firm in Baltimore County where she drafted Trust and Estate documents, performed Estate Administration and prepared Medical Assistance applications and appeals.

Awards and Honors

Honors

SuperLawyers Rising Star, 2020
Best Lawyers Ones to Watch, 2021

Education

Legal Education
- University of Baltimore School of Law, Baltimore, Maryland, 2011
  J.D.
  Honors: cum laude
  Law Journal: Environmental Law Journal, Staff Editor
Non Legal Education
- University of Maryland, College Park, Maryland, 2006
  B.A.
  Major: Government and Politics

Current Employment Position(s)

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Senior Associate
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Pro Bono Program Manager
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Past Positions

The Comptroller of Maryland, Hearing Officer, 2013 - 2016
Amy J. Seifert, P.A., Associate, 2012 - 2013

Published Works

Articles

Bar Admissions

District of Columbia, 2020
U.S. District Court for the District of Maryland, 2017
U.S. Tax Court, 2016
Maryland, 2011

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Contact

Annapolis, MD

839 Bestgate Road, Suite 400
Annapolis, MD 21401

Directions

Phones:

Fax: 888-235-8405

Email: Send a message

Website: https://askfrost.com/ (AskFrost)

Hours: Available 24/7 | In-Office By Appointment Only

Credit Cards Accepted
Free Consultations
Virtual Appointments

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