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

This experience was excellent!

James P.

Exceptionally well presented and chock full of useful information

Albert S.

My husband and I worked with Frost Law and specifically, Rebecca Sheppard. They are an exceptional firm and Rebecca always replied to us in a timely manner and assisted us with everything we needed to accomplish! We would highly recommend them.

Alexandra B.

Really helpful and timely CPE on IRS Circular 230, thank you!

Layne C.

Client testimonials

Very professional. Settled my issues with excellent results. Always responded immediately to my concerns.

Kat B.

Very knowledgeable and friendly

Judd L.

The Frost Law folks that handled my bankruptcy are top notch professionals. I cannot believe how fast and efficient these folks handled my case. I will recommend Frost Law anytime anyone ask.

Philip R.

I would definitely recommend Frost Law to anyone in need of professional legal help. I had a very unique case. When I contacted Frost law, I was able to get a consultation right away. I was given all the information I needed, which was a load off my mind. Very friendly staff. It seemed as though they went the extra mile to help me. Frost Law has a great group of people. Thank you for your service.

Gracie L.

Client testimonials

I got my questions answered in record time. Thanks so much!

Daniel G.

I had an excellent experience working with Frost Law, especially with Heather Posey. She expertly handled my complex tax situation with exceptional thoroughness, deep expertise, and unwavering professionalism. Heather went above and beyond to make sure I felt supported throughout the entire process, demonstrating true empathy for my concerns. I was impressed by how efficiently she completed my case in a very timely manner. I highly recommend Heather Posey and the entire Frost Law team to anyone seeking knowledgeable, compassionate, and effective assistance with tax issues.

Janet V.

Thank you to Heather Posey and Frost Law for helping my client with their tax dispute. As an accountant for over 38 years, I’ve worked with several attorneys over the years, and Heather stands out far above the rest. Her command of tax law, strategic thinking, and proactive communication are exceptional. She helped us resolve a complex federal tax issue efficiently and with great results. Awesome Firm!! Thanks!

Bradley H.

Frost Law conducted a webinar that high-lighted the anticipated changes of the pending Tax legislation. It's a murky situation so their insights were very helpful.

Richard W.
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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