Andrew Gordon, Esq., CPA
CRYPTO TAX | TAX CONTROVERSY | BUSINESS LAW
Managing Partner
Education
Juris Doctor, Chicago-Kent College of Law
Master in Accounting Science, University of Illinois
Bachelor of Science in Accounting, University of Illinois
Admissions and Licenses
Illinois Licensed Attorney
Certified Public Accountant
Admitted to the U.S. District Court for the Northern District of Illinois
Admitted to the U.S. Tax Court
Organizations
Director, Digital Asset Tax Action
Adjunct Professor, Emerging Technologies, Chicago-Kent College of Law
Board Member, West Loop Community OrganizationÂ
Member, Chicago Bar Association
Member, Illinois State Bar Association
About Andrew Gordon
Andrew Gordon is a tax attorney and Certified Public Accountant and the Managing Partner of Gordon Law Group. He founded the firm in 2012 after clerking at the IRS Office of Chief Counsel during law school and working in tax at a Big Four accounting firm, with a simple idea: the strategies large firms use to resolve tax problems should be available to people who cannot afford large firms.
In 2014 an Ethereum developer asked Andrew for help with cryptocurrency taxes at a time when almost no tax professional would touch the subject. That matter became the start of a crypto tax practice that now makes up the majority of the firm’s work, and Andrew has represented crypto investors and businesses before the IRS through every market cycle since. He has testified before the IRS and Treasury on the digital asset broker reporting rules that became Form 1099-DA, and his commentary on crypto tax has appeared on CNBC, Yahoo Finance, Bloomberg, NerdWallet, USA Today, and The Washington Post.
Andrew’s practice covers tax controversy, cryptocurrency tax law, offshore disclosure, opinion letters, and corporate representation for technology-forward companies. Holding both a law license and a CPA shapes how he works a matter: the legal strategy and the numbers come from the same desk.
He teaches as an adjunct professor at Chicago-Kent College of Law in the Emerging Technologies program, serves as a director of Digital Asset Tax Action, and is a member of the Chicago Bar Association and the Illinois State Bar Association. He writes about crypto tax policy and his work in Washington on his Substack.
Top Practice Areas
Andrew on Video
Writing, Media, and Speaking
Andrew is asked to explain crypto tax by the people who cover it and the rooms that debate it. A selection since 2023, most recent first. For press inquiries, contact [email protected].
In the media
First Batch of Tax Forms for Crypto Transactions Sow Confusion
Quoted on what Form 1099-DA will and will not tell the IRS in its first year.
Testimony on digital asset broker reporting
Andrew testified on the Form 1099-DA rules. Transcript published by Tax Notes.
IRS crypto letters are back
Quoted on the rise in IRS notices to crypto investors and what triggers them.
The crypto tax loss harvesting rules
Quoted on why crypto investors can still harvest losses that stock investors cannot.
Crypto tax, regulation, and policy
Interview recorded at Bitcoin 2025 on audits, offshore wallets, and where policy is heading.
Guest segments on crypto tax
Year-end strategy, broker reporting, and what changes for investors.Â
Crypto tax compliance and IRS enforcement
Audio interview on recordkeeping, amended returns, and the Voluntary Disclosure Program.
Andrew Gordon's Substack
Ongoing commentary on crypto tax policy and his meetings with lawmakers and Treasury.
The most common crypto tax questions
A 55-minute episode working through buys, swaps, staking, airdrops, and stolen crypto.
Speaking
Listed speaker
The largest annual Bitcoin conference.
Speaker, 2025; participant, 2026
Decasonic’s invitation-only summit for allocators and builders, during TechChicago Week.Â
Panelist
“Maximize Your Bitcoin Gains With Tax-Advantaged Strategies”
Conversation with Leaders
Guest speaker in the college’s leadership series.
Webinar presenter
New IRS Guidance for the Taxation of NFTs: rules, transactions, and issues for attorneys and taxpayers.
Panelist
Big NFT Tax Changes and How to Save Money.