Partner

Rebecca Sheppard

rebecca.sheppard@askfrost.com

Bar Admissions/Licenses

  • District of Columbia
  • Maryland

Court Admissions

  • U.S. District Court for the District of Maryland
  • U.S. Tax Court

Background & History

Rebecca Sheppard, Esq. is a tax attorney and Partner in the tax advisory practice group at Frost Law. She also is the Co Chair of the Pro Bono Committee alongside Partner, Kaitlyn Loughner, Esq., CPA. Over the last two years, Rebecca has used her background in government practice to work with business clients across the country in helping them secure government funding from PPP, EIDL, and the Employee Retention Credit (ERC). Unlike many other tax professionals, Rebecca has used her tax and legal background to closely follow the legislative changes and relief programs, giving her a thorough understanding of the complexities of how businesses from all industries can maximize their claims for refundable tax credits. Her efforts have allowed her to recover significant refunds for many small and medium-sized businesses around the country.

Rebecca previously worked for the Comptroller of Maryland as a tax attorney in the Hearings and Appeals Section. She conducted administrative hearings, issued binding legal determinations, and negotiated settlement agreements on behalf of the Comptroller of Maryland. Rebecca’s experience both in government and private practice allows her to effectively navigate how businesses can best make tax law work in their favor.

Education

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

Professional Organizations & Memberships

Awards and Honors

Client testimonials

Rebecca Sheppard with Frost Law assisted me with some questions I had on the ERC program. She was available and prompt in her response to my questions. Rebecca was also very professional and knowledgeable on the ERC program. I would recommend her services.

Bo B.

Well done presentation!

Pete G.

Rebecca and Jessica were very quick helping review a tax audit. They were also very responsive and quick. I strongly recommend them!

Karen G.

Excellent presentation on the webinar "IDR-You Ready? Trends, Traps, And Tactics For IRS Audit Responses!

Richard G.

Client testimonials

Professional and effective. Realistic, methodical planning and execution. After no luck with several companies that claimed huge results, I was referred to Frost and Associates, LLC by a friend that had gone though a similar situation. I have been impressed the whole way through. They are prepared with the next strategy when one doesn't go as planned. They are honest and up front about the possible scenarios and are great with communication.

William T.

Great informative session from Frost Law. They are experts in taxes and are able to articulate the Information in layman’s terms. I would recommend them always.

Nirav M.

Outstanding webinar!

Rick B.

Working with this firm has been a great experience. Their experts are sharp, approachable, and always focused on doing what’s best for the client. I wouldn’t hesitate to recommend them to any CPA or advisor.

Ian W.

Client testimonials

Great communication made a troubling time easy def recommend

James G.

Outstanding webinar!

Rick B.

Extremely professional and helpful. They seem to be incredibly well-staffed, and everyone I spoke to was very pleasant. The services I needed were outside of my price range, but I have no doubt that they deserve what they charge.

Zachary P.

Very communicative and no use of "legaleze" to describe tax situations/complexities!

Keith M.
Precision

Every detail matters in litigation

The difference between winning and losing often comes down to what you noticed that others missed. I don't overlook anything.

Clarity

You need to understand your options

Legal jargon clouds judgment. I explain your situation plainly so you can make decisions with full knowledge of what's at stake.

Specialties

Six practice areas, one standard

The law doesn't fit neatly into boxes, but the problems people face do. I've spent years learning what works in each arena.

Criminal

Defense when the stakes run highest

The first hours after arrest determine everything. I know how to protect your rights when it matters most.

Family

Custody and divorce require clear thinking

Family law isn't about winning. It's about protecting what matters most to you and your children.

Business

Contracts and disputes demand precision

Most business problems start with unclear agreements. I help prevent them before they become costly litigation.

Appeals

Winning on appeal requires different strategy

Appeals aren't about retrying your case. They're about finding what was missed and making it matter.

Employment

Your rights at work deserve aggressive defense

Employers count on you not knowing your rights. I make sure you do and that they're protected.

White collar

Complex cases need someone who understands

Federal charges and financial crimes require specialized knowledge. I know how to navigate the details that prosecutors rely on.

Foundation

Decades of courtroom work shaped my approach

I've seen what wins cases and what doesn't. The difference lies in preparation, clarity, and the willingness to challenge every assumption. Your case deserves someone who knows the weight of these decisions.

Strategy that works

Every case demands a fresh look and a willingness to question everything.

Results matter most

What you need is someone who knows how to win and won't settle for less.

Direct and honest

No promises you can't keep, no strategies that don't serve your interests.

Trusted by clients across every practice area

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Criminal defense

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Family law

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Business law

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Advocate

Built on experience and honest counsel

Twenty years in the courtroom taught me that the best legal strategy is the one that works. I listen first, act decisively, and never waste time on anything that doesn't serve your case.

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Client testimonials

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