Senior Tax Attorney

About Frost Law

Frost Law, a growing Annapolis-based law firm with 30 attorneys, is nationally recognized for its work in tax, estates, bankruptcy, and business law. Our Tax Advisory practice provides sophisticated counsel to middle-market businesses, entrepreneurs, and investors on a wide range of complex federal, state, and international tax matters. We pride ourselves on delivering practical, innovative solutions in a collaborative and supportive environment.

Position Summary

We are seeking a highly skilled Senior Tax Attorney to join our Tax Advisory practice. The Senior Associate will play a critical role advising clients on a wide variety of tax issues, ranging from U.S. federal income tax matters and corporate transactions to international tax, partnership taxation, and controversy work. Our cases span corporate tax planning, mergers and acquisitions, reorganizations, cross-border transactions, IRS examinations, and high-stakes business and individual tax challenges. This role offers significant client exposure, diverse casework, and the opportunity to manage and mentor junior attorneys and paralegals, with a path toward greater leadership within the department.

Key Responsibilities

• Advise clients on a broad spectrum of tax-related issues, including:
• Corporate and partnership taxation
• Mergers, acquisitions, divestitures, and restructurings
• Cross-border and international tax planning
• IRS audits, appeals, and controversy matters
• Business tax planning and compliance
• Tax issues intersecting with estate planning and business succession
• Conduct tax due diligence and assist in structuring transactions in a tax-efficient manner.
• Draft and review tax-related provisions in transaction documents, including purchase agreements and operating agreements.
• Collaborate with clients and cross-functional deal teams to develop innovative tax strategies and practical solutions.
• Monitor and stay abreast of federal and state tax developments, regulatory changes, and IRS guidance impacting a wide variety of client matters.
• Mentor and provide guidance to junior attorneys, paralegals, and support staff.

Qualifications

• J.D. from an accredited law school and active membership in good standing with at least one state bar.
• Minimum of 3 years of relevant tax advisory experience at a law firm, Big Four, or reputable tax advisory firm.
• Strong knowledge of U.S. federal income tax law, with demonstrated experience in one or more of the following: corporate tax, partnership taxation, M&A, international tax, or controversy matters.
• Strong analytical, writing, and verbal communication skills.
• Ability to manage multiple projects and deliver practical advice under tight deadlines.
• LL.M. in Taxation preferred but not required.

What We Offer

• Competitive compensation with performance-based incentives.
• Comprehensive benefits package (health, dental, vision, 401(k), PTO).
• A collegial, team-oriented environment with mentorship and growth opportunities.
• Exposure to diverse tax matters, including transactional, international, compliance, and controversy work across multiple industries and client types.