Partner

Rebecca Sheppard

rebecca.sheppard@askfrost.com

Tax Law

Bankruptcy Law

Tax Advisory

Bar Admissions/Licenses

  • District of Columbia
  • Maryland

Court Admissions

  • U.S. District Court for the District of Maryland
  • U.S. Tax Court
Background & History
Education
Speaking Engagements
Publications
Professional Organizations & memberships
awards & honors

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

Speaking Engagements & Panel Participation

Maryland Society of Accounting and Tax Professionals (MSATP)

Maryland State Bar Association (MSBA)

Maryland Volunteer Lawyer Service (MVLS)

Other

Publications

Professional Organizations & Memberships

Awards and Honors

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Client testimonials

Tax webinars provided are very good and useful! Top shelf presentation , all questions answered, Today's on loss deductions was great !

AEBCPAMA

The webinar was a wealth of timely and essential information, especially for professionals navigating the complexities of the Employee Retention Credit (ERC). It provided clarity on the process for addressing disallowance letters, preparing for IRS audits, and responding effectively to litigation related to ERC claims. What stood out most was how strategic and practical the session was. It broke down not only the reasons many claims are being disallowed but also what to do next—from appealing those decisions to understanding what qualifies as strong documentation and legal support. The presenters offered real guidance on how to stay compliant when submitting ERC claims and how to avoid pitfalls that could lead to disputes or delayed refunds. We also walked away with actionable steps to help secure ERC refunds, ensure claims are audit-ready, and protect clients through proper compliance and proactive measures. Overall, it was a valuable and empowering session that left us better equipped to handle every phase of the ERC process—from application to audit to resolution.

Marian S.

I attended the webinar with Peter & Rebecca, and they were very thorough with the delivery and their knowledge base of the subject matter. Very eager to assist you and your clients, they have an open-door policy and stated several times if you need any specifics just shoot them an email. Definitely clarified areas of uncertainty with all the "opportunist" spreading false and gimmick appealing information to taxpayers. I would recommend any professional or interested taxpayer to seek their advice and guidance.

Trinity Financial Solutions

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.

Client testimonials

Frost Law has a great team assembled with expertise in most any issue you may face.

Gil M.

Provided tax compliance insight to address clients whom may interests in foreign trusts

Martin J.

We had the pleasure of working with Frost & Associates this year to prepare and file ERC returns. Everyone from their administrative staff to their paralegals and attorneys were friendly, professional and kept us informed every step of the way. Highly, highly recommend.

Crista H.

Charles was Very professional, Took the time to answer my questions and help me understand my situation. HIGHLY recommend.

Mike

Client testimonials

Glen Frost and his staff are excellent! Not only do they know the law, they provide great client service. They called me back right away, they explained complicated matters in a very clear way and gave me all of my options. I highly recommend them to any individual or business owner for tax disputes. Five Stars!

Thomas M.

We tried everything before hiring an attorney to deal with the IRS. They were able to get the IRS to correct their own mistake. I hope I never need them again but if I do at least I know where to go next time.

Subversive P.

When you are having an issue with the IRS, you need professional help to communicate with the right person within the IRS that can help you with your situation. Unfortunately I was not able to find that person and my situation continued to drag on for months. I would communicate by letter and also attempted to use the phone but to no avail. The IRS did not quit working my case and their letters indicated they were getting stronger in demands.

I found Frost Law Firm paid a reasonable retainer, and they were working my case within days. I was very impressed with their contacts within the IRS and how they represented me. Lauren Mata was my attorney and she was very diligent, great at follow up and did everything she said she would do.

My case was settled not long ago, to my benefit as we were able to prove that our position was correct. Whereas I did not have the credibility with the IRS, Frost and Lauren Mata did. I believe I received good value for what I was charged.

Michael U.

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

Kat B.

Rebecca Sheppard

Partner

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Background & History
Education
Speaking Engagements
Professional Organizations & Memberships
Awards & Honors
Partner

Rebecca Sheppard

SCHEDULE A MEETING
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.

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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.

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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.

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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.

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Business

Contracts and disputes demand precision

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

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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.

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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.

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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.

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Writing

Thoughts on the law

Practical insight for your case and situation

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Criminal

Arrest and your constitutional rights

What happens in those first critical hours
Legal counsel
15 Jan 2024
•
6 min read
Family

Protecting custody when relationships end

Your children deserve a parent who planned ahead
Legal counsel
12 Jan 2024
•
7 min read
Business

Why contracts fail and how to prevent it

The agreement you ignore today becomes tomorrow's lawsuit
Legal counsel
10 Jan 2024
•
8 min read
Criminal

Federal charges demand specialized defense

Complex cases require someone who knows the system
Legal counsel
8 Jan 2024
•
9 min read
Employment

Standing up for your rights in the workplace

Employers count on you not knowing what you're owed
Legal counsel
5 Jan 2024
•
5 min read
Appeals

How to win when the first trial didn't

Appeals are about finding what was overlooked before
Legal counsel
2 Jan 2024
•
7 min read
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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.

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Strategy that works

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

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Results matter most

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

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Direct and honest

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

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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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