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

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 have had the privilege of benefiting from Rebecca Sheppard's insightful and wise advice since the COVID-19 pandemic started. As the owner of a small business, I have faced many challenges and uncertainty during this time. Knowing that Rebecca is on top of the ever-changing laws and that she will impart the best advice has been tremendously comforting, informative, and helpful. Additionally, Rebecca has always been very responsive to questions and concerns as they have arisen. It is my pleasure to recommend Rebecca wholeheartedly and without reservation!

NiaLena C.

I could not be more pleased with the amazing counsel I’ve received from Frost and Associates. My attorney Rebecca is incredibly knowledgeable and effective and a wonderful person with whom to work. The other individuals at the firm I’ve interacted with are also great. I have and will continue to recommend the firm to others.

Scott E.

Frost and Associates is an excellent law firm. Rebecca, our lawyer has been wonderful! She is patient, professional, and very knowledgeable. In addition, she has a very calming personality that is supportive when dealing with a very stressful issue, taxes! I highly recommend this law firm. You will be very happy you made the call to Frost and Associates.

KH S.

Client testimonials

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.

I've had the privilege to work with several attorneys with Frost Law. Every attorney has been technically proficient and provided solutions to our work. Our matter was resolved by Zachary Lyda! Highly recommend!

Lynn B.

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.

Even without engaging, the partners of this law firm give incredible advise and think of their clients first. I had the pleasure of speaking with Peter and we was very thourough and helped me understand my legal strategy better. Highly recommend, will definitely engage the firm who needed. TOP NOTCH!

Diego E.

Client testimonials

Frost Law is Amazing! They helped me personally get ahold of my finances and get a fresh start. They were friendly and courteous, and patient enough to work with a financially illiterate 60 year old male. I would recommend them to anyone. If they can help me they can help anyone.

Lenny M.

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.

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 did everything they said they would do, and the church received their refund.

Angela P.

Rebecca Sheppard

Partner

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

Rebecca Sheppard

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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

View all
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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Client testimonials

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