Cryptocurrency (crypto) has surged into the mainstream, embraced by both retail and institutional investors, and utilized for domestic and cross-border transactions. IRS tax policy governing crypto has often not kept pace but its grip is now tightening. Upcoming regulations will dramatically alter how crypto is reported for tax purposes in the years ahead.
Understanding and preparing for these changes means avoiding costly surprises. Here’s what you need to know and why now’s the time to prepare.
Unlike cash or credit cards, crypto is:
Most crypto activity happens on blockchain, a decentralized ledger that records transactions securely and transparently. It ensures data is immutable, meaning it can’t be changed. Most crypto activity today is trading and investing, with some usage for purchases.
IRS guidance on crypto taxation has been limited. Many taxpayers didn’t know how to report their transactions, and millions went unreported. Even though reporting requirements have technically existed for 16 years, the IRS has only recently prioritized enforcement.
The IRS enhanced its oversight in 2020 by adding a checkbox to Form 1040, requesting confirmation of any virtual currency transactions. Since then, the question has been refined to be more specific, and the Form 1040 instructions now provide examples of what qualifies. Notably, simply holding or transferring crypto between personal wallets does not trigger a taxable event and allows for a “no” response.
In 2024, the IRS issued new regulations (IR-2024-178) requiring custodial brokers to report sales and exchanges of digital assets starting in 2025. This mirrors the way brokers already report stock transactions, meant to reduce noncompliance while relieving taxpayers of some tracking burdens.
Why it matters: Individuals that trade through custodial brokers will receive tax forms like those for stock transactions. Traders using non-custodial platforms must take responsibility for recordkeeping and IRS reporting.
The IRS has signaled more guidance is on the way, especially for non-custodial brokers. But the fundamentals are already clear: crypto is taxable because it’s classified as property, not currency.
That means any transaction — earning, selling, trading or even using crypto to make a purchase — can create a taxable event.
The new broker reporting rules bring several important changes:
Why it matters: Expect more paperwork. Failing to receive a form does not protect you. The IRS will still expect complete reporting.
Why it matters: The recordkeeping burden is increasing. If the taxpayer’s not already tracking wallet-level details, 2026 reporting requirements could be overwhelming.
Capital gains/losses include:
Ordinary income includes:
Non-taxable transactions (records still required):
Why it matters: Even “non-taxable” activity needs documentation. The IRS expects wallet addresses and timestamps to prove your position.
At Sikich, we work with clients every day to untangle the complexity of digital asset reporting. That means helping you navigate the new reporting rules and forms, and spotting planning opportunities to better manage your tax exposure. Just as importantly, we keep you ahead of what’s coming next — from IRS guidance to fast-moving legislation — so you can focus on strategy instead of scrambling to catch up.
The bottom line: Don’t wait until 2026 to organize your records. The earlier you put the right systems in place, the more control you’ll have over your tax position. If you’d like to understand how these changes affect you or your business, contact us. Our tax team is here to help you stay compliant and ahead of the curve.
Ken Simon, CPA, JD, is a Tax Director on the Sikich national estate and trust team. He has extensive experience with high-net-worth individuals, families and their closely held businesses, as well as all varieties of estates, gifts, trusts, related charitable entities and multi-generational tax planning. His background also includes international estate and trust planning, cross-border transactions, and income and estate tax treaties.
Raven Maretti, CPA, is a manager of tax services at Sikich. In her role, Raven provides tax consulting, planning, reporting, and filing solutions to business clients and individuals. Her areas of expertise include various professional services and manufacturing companies.
Daniel Lutz, CPA, MPA, has nearly 15 years of experience as a tax principal who advises private companies, tax-exempt organizations and high-net-worth families on tax strategies, helping them to make sound financial decisions. Dan provides tax compliance, planning, consulting and related wealth management services. He also has expertise in trust and gift taxation.
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