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The Cryptocurrency Reckoning of 2027: Cost Basis Reporting, IRS Enforcement, and Defending Clients When the First 1099-DA Mismatch Arrives

The first Forms 1099-DA reporting cost basis arrives in early 2027, and the mismatches arrive with them. Learn to reconstruct and substantiate cryptocurrency basis, choose between amended returns and voluntary disclosure, manage IRS notices and examinations, and recognize criminal exposure before it hardens.

2026-10-28 12:00:00

Program Details

2026-10-28 12:00:00

Program Details

2026-10-28 12:00:00

Over 1,000+ webinars

2026-10-28 12:00:00

Course Overview

For the First Time, the IRS Will Know Your Client’s Crypto Basis — or Know They Can’t Prove It

2026-10-28 12:00:00

For more than a decade, the IRS pursued cryptocurrency noncompliance through John Doe summonses, blockchain analytics, and the Form 1040 digital-asset question. What it lacked was standardized broker reporting of cost basis. That changes with the 2027 filing season. Brokers reported gross proceeds on Form 1099-DA for sales effected in 2025. For 2026 sales of covered digital assets, they must report basis and acquisition information too.

Sell cryptocurrency transferred in from another exchange or self-custody, and the form may show proceeds with no basis. Miss the wallet-by-wallet rules of Treas. Reg. § 1.1012-1(j), and FIFO fills the gap. Skip the Rev. Proc. 2024-28 safe harbor, and pre-2025 lot allocations are lost. A mismatch draws automated matching, CP2000 notices, and correspondence examinations. Add badges of fraud, and United States v. Ahlgren shows where it can end.

Attendees walk out with methods for reconstructing and substantiating basis from exchange records, wallet records, and blockchain data; a decision framework for qualified amended returns, Form 14457 voluntary disclosure, or defending the filed return; protocols for Kovel arrangements and privilege; and the fraud indicators that mark an eggshell audit.

Format

CLE Credit

2h CLE Credits

Level

Intermediate

Length

2

Key topics that will be covered

01
The Form 1099-DA Rollout
Gross-proceeds reporting for 2025 sales, mandatory basis and acquisition-information reporting for 2026 sales of covered digital assets, the covered-versus-noncovered line, and what the IRS receives for the 2027 filing season.
02
Wallet-by-Wallet Basis Rules
Treas. Reg. § 1.1012-1(j), the Rev. Proc. 2024-28 transitional safe harbor, the FIFO default, and specific identification after the end of universal basis accounting.
03
Reconstructing Missing Basis
Substantiating self-custody and transferred-in cryptocurrency with exchange records, blockchain forensics, and wallet-transfer histories — including forks, airdrops, and missing records — when the broker reports no basis.
04
Gaps and the Enforcement Toolkit
Staking, lending, and DeFi reporting exceptions, stablecoin and NFT regimes, Notice 2025-33 backup-withholding relief, John Doe summonses, blockchain analytics, and the Ahlgren prosecution.
05
Amend, Disclose, or Defend
Qualified amended returns, the Form 14457 voluntary disclosure decision, willfulness, accuracyrelated and civil-fraud penalties, and the normal, six-year, and unlimited limitations periods.
06
Exams and Eggshell Audits
Responding to 1099-DA mismatches, CP2000 notices, Letter 6173, IDRs, and summonses; Kovel arrangements and privilege limits; and the fraud indicators that signal exposure under §§ 7201, 7206, and 7212.

Program schedule

clock 12:00 pm - 1:00 pm EST

The 2027 Tax Rule and the Enforcement Machine Behind It — What Brokers Now Report, What the IRS Will Match, and Where Clients Are Exposed

This session explains the reporting regime that will give the IRS standardized third-party basis information for cryptocurrency for the first time: the phased rollout of Form 1099-DA, from gross-proceeds reporting for 2025 sales to mandatory basis and acquisition-information reporting for 2026 sales of covered digital assets, and why pre-2026 or transferred-in cryptocurrency generally remains noncovered. Participants will examine the wallet-by-wallet basis rules of Treas. Reg. § 1.1012-1(j), the Rev. Proc. 2024-28 safe harbor, FIFO and specific identification, and the temporary reporting exceptions for staking, lending, and DeFi transactions. The session closes by placing Form 1099-DA within the IRS’s broader enforcement toolkit — John Doe summonses, blockchain analytics, Letter 6173, and the Ahlgren prosecution — and identifying the taxpayers most likely to face matching problems and examinations as basis reporting comes online.

Evan J. DavisEvan J. Davis
Philipp BehrendtPhilipp Behrendt
clock 1:10 pm - 2:10 pm EST

Defending the Cryptocurrency Client — Reconstructing Basis, Choosing Between Amended Returns and Voluntary Disclosure, and Keeping a Civil Exam Civil

The second session turns the new regime into a controversy strategy. Participants will learn how to reconstruct and substantiate basis when the broker reports none, using exchange records, wallet histories, blockchain data, and reconciliation software; how to choose among amended returns, the IRS Voluntary Disclosure Practice and Form 14457, or defending the filed return in light of willfulness, penalties, and limitations periods; and how to manage the IRS contact itself — CP2000 notices, Letter 6173, IDRs, summonses, Kovel arrangements, and privilege. The session closes with the eggshell audit: recognizing badges of fraud and criminal exposure under §§ 7201, 7206, and 7212 early enough to manage the examination accordingly.

Evan J. DavisEvan J. Davis
Philipp BehrendtPhilipp Behrendt
Evan J. Davis

Evan J. Davis

Hochman Salkin Toscher Perez P.C

Philipp Behrendt

Philipp Behrendt

Hochman Salkin Toscher Perez P.C

Evan J. Davis

Evan J. Davis

Hochman Salkin Toscher Perez P.C

Evan J. Davis is a Principal at Hochman Salkin Toscher Perez P.C., where he represents cryptocurrency clients worldwide in civil and criminal tax matters and handles criminal tax investigations and prosecutions, civil tax controversies and complex examinations, Bank Secrecy Act matters, and unreported foreign account issues. Before joining the firm in 2016, he spent nearly two decades in federal government service, including as a civil trial attorney in the Department of Justice Tax Division and as an Assistant United States Attorney in the Central District of California, where he served in the Tax Division and the Major Frauds Section.

Education & Credentials

Mr. Davis earned his J.D. from Cornell Law School, magna cum laude, where he was elected to the Order of the Coif, and his A.B. in Political Science, cum laude, from Colgate University. He is admitted to practice before the Supreme Court of California, the United States Supreme Court, the United States Court of Appeals for the Ninth Circuit, the United States District Courts for the Central, Eastern, Northern, and Southern Districts of California and the District of Colorado, and the United States Tax Court.

Recognition & Leadership

Mr. Davis received the Attorney General’s Award for Distinguished Service in 2015, was recognized as an Outstanding Lawyer by the Department of Justice Tax Division in 2002, 2003, and 2004, and has received awards from the IRS, the FBI, and the United States Trustee Program. He was named a California Super Lawyer in 2022 and 2023 and is a Fellow of the American College of Tax Counsel.

Professional Involvement

He is a member of the American Bar Association Section of Taxation, the State Bar of California Taxation Section, the Los Angeles County Bar Association Taxation Section, and the Beverly Hills Bar Association Taxation and Entertainment Sections. He serves as Chief Legal Officer of the InfraGard National Members Alliance and on the boards of Just the Beginning (Los Angeles Chapter) and the St. Thomas More Society.

Experience

Mr. Davis speaks frequently on cryptocurrency and Bank Secrecy Act enforcement, including “Superman’s Krypto – IRS’s Focus on Civil and Criminal Enforcement of Cryptocurrency” at the UCLA 40th Tax Controversy Institute (2024), cryptocurrency tax compliance programs for CalCPA and Spidell, and an American Bar Association panel on charging cryptocurrency violations as tax crimes or money laundering, and he has testified before the Korean National Tax Services. He is a co-author of the BNA Tax Crimes Portfolio (4th ed., 2020) and wrote “Maintaining Privileges When Kovel Accountants Prepare Tax Returns” for Tax Notes (2018). He served as trial and appellate counsel in In re Grand Jury, a privilege case heard by the United States Supreme Court in 2023, was a coordinator for bankruptcy, financial institution, and securities fraud matters as a federal prosecutor, and was part of the team that obtained a $16 billion settlement from Bank of America in 2015.
Philipp Behrendt

Philipp Behrendt

Hochman Salkin Toscher Perez P.C

Philipp Behrendt is a Principal at Hochman Salkin Toscher Perez P.C., where he advises clients on civil and criminal tax controversies and specializes in the technical aspects of voluntary disclosures in connection with DeFi, NFTs, and other crypto assets. Admitted in both California and Germany, he counsels U.S. and international clients in global tax settings, cross-border investigations, and international money laundering investigations arising from tax avoidance structures.

Education & Credentials

Mr. Behrendt earned an LL.M. from the University of Southern California Gould School of Law, an LL.M. in the White-Collar Crime Program at the University of Osnabrueck (Germany), and his law degree from the University of Greifswald (Germany). He is admitted to the State Bar of California and the German Bar.

Recognition & Leadership

Mr. Behrendt serves as Chair of the Beverly Hills Bar Association Tax Section (2025) and as Vice-Chair of the American Bar Association’s Young Lawyer Leaders for Global Anti-Corruption Committee, a role he has held since 2019.

Professional Involvement

He is a member of the American Bar Association, including its White-Collar Crime Division, and of the Beverly Hills Bar Association, and has appeared on ABA panels including a program on the impact of the Panama Papers.

Experience

Mr. Behrendt’s recent speaking and writing center on cryptocurrency enforcement: he presented “An Update on Cryptocurrency Enforcement and Voluntary Disclosures” at the UCLA 39th Annual Tax Controversy Institute and “Cryptocurrency Tax Compliance” for CalCPA, and co-authored “A New IRS Voluntary Disclosure Program Is Coming — and Crypto Will Be Part of It” and “A Step Forward for Voluntary Disclosure” (2026). His earlier publications include “Taxation of Crypto Currency – the digital foreign currency account” (2018) and “Tax Evasion as a Predicate Offense for Money Laundering under German and US Law” (2020). Before joining the firm, he spent more than five years at a leading German tax firm representing wealthy individuals and companies in global tax matters, cross-border investigations, and audits, handled complex voluntary disclosure issues for U.S. and international companies, and represented clients in German tax and criminal courts.
Evan J. Davis

Evan J. Davis

Hochman Salkin Toscher Perez P.C

Evan J. Davis is a Principal at Hochman Salkin Toscher Perez P.C., where he represents cryptocurrency clients worldwide in civil and criminal tax matters and handles criminal tax investigations and prosecutions, civil tax controversies and complex examinations, Bank Secrecy Act matters, and unreported foreign account issues. Before joining the firm in 2016, he spent nearly two decades in federal government service, including as a civil trial attorney in the Department of Justice Tax Division and as an Assistant United States Attorney in the Central District of California, where he served in the Tax Division and the Major Frauds Section.

Education & Credentials

Mr. Davis earned his J.D. from Cornell Law School, magna cum laude, where he was elected to the Order of the Coif, and his A.B. in Political Science, cum laude, from Colgate University. He is admitted to practice before the Supreme Court of California, the United States Supreme Court, the United States Court of Appeals for the Ninth Circuit, the United States District Courts for the Central, Eastern, Northern, and Southern Districts of California and the District of Colorado, and the United States Tax Court.

Recognition & Leadership

Mr. Davis received the Attorney General’s Award for Distinguished Service in 2015, was recognized as an Outstanding Lawyer by the Department of Justice Tax Division in 2002, 2003, and 2004, and has received awards from the IRS, the FBI, and the United States Trustee Program. He was named a California Super Lawyer in 2022 and 2023 and is a Fellow of the American College of Tax Counsel.

Professional Involvement

He is a member of the American Bar Association Section of Taxation, the State Bar of California Taxation Section, the Los Angeles County Bar Association Taxation Section, and the Beverly Hills Bar Association Taxation and Entertainment Sections. He serves as Chief Legal Officer of the InfraGard National Members Alliance and on the boards of Just the Beginning (Los Angeles Chapter) and the St. Thomas More Society.

Experience

Mr. Davis speaks frequently on cryptocurrency and Bank Secrecy Act enforcement, including “Superman’s Krypto – IRS’s Focus on Civil and Criminal Enforcement of Cryptocurrency” at the UCLA 40th Tax Controversy Institute (2024), cryptocurrency tax compliance programs for CalCPA and Spidell, and an American Bar Association panel on charging cryptocurrency violations as tax crimes or money laundering, and he has testified before the Korean National Tax Services. He is a co-author of the BNA Tax Crimes Portfolio (4th ed., 2020) and wrote “Maintaining Privileges When Kovel Accountants Prepare Tax Returns” for Tax Notes (2018). He served as trial and appellate counsel in In re Grand Jury, a privilege case heard by the United States Supreme Court in 2023, was a coordinator for bankruptcy, financial institution, and securities fraud matters as a federal prosecutor, and was part of the team that obtained a $16 billion settlement from Bank of America in 2015.
Philipp Behrendt

Philipp Behrendt

Hochman Salkin Toscher Perez P.C

Philipp Behrendt is a Principal at Hochman Salkin Toscher Perez P.C., where he advises clients on civil and criminal tax controversies and specializes in the technical aspects of voluntary disclosures in connection with DeFi, NFTs, and other crypto assets. Admitted in both California and Germany, he counsels U.S. and international clients in global tax settings, cross-border investigations, and international money laundering investigations arising from tax avoidance structures.

Education & Credentials

Mr. Behrendt earned an LL.M. from the University of Southern California Gould School of Law, an LL.M. in the White-Collar Crime Program at the University of Osnabrueck (Germany), and his law degree from the University of Greifswald (Germany). He is admitted to the State Bar of California and the German Bar.

Recognition & Leadership

Mr. Behrendt serves as Chair of the Beverly Hills Bar Association Tax Section (2025) and as Vice-Chair of the American Bar Association’s Young Lawyer Leaders for Global Anti-Corruption Committee, a role he has held since 2019.

Professional Involvement

He is a member of the American Bar Association, including its White-Collar Crime Division, and of the Beverly Hills Bar Association, and has appeared on ABA panels including a program on the impact of the Panama Papers.

Experience

Mr. Behrendt’s recent speaking and writing center on cryptocurrency enforcement: he presented “An Update on Cryptocurrency Enforcement and Voluntary Disclosures” at the UCLA 39th Annual Tax Controversy Institute and “Cryptocurrency Tax Compliance” for CalCPA, and co-authored “A New IRS Voluntary Disclosure Program Is Coming — and Crypto Will Be Part of It” and “A Step Forward for Voluntary Disclosure” (2026). His earlier publications include “Taxation of Crypto Currency – the digital foreign currency account” (2018) and “Tax Evasion as a Predicate Offense for Money Laundering under German and US Law” (2020). Before joining the firm, he spent more than five years at a leading German tax firm representing wealthy individuals and companies in global tax matters, cross-border investigations, and audits, handled complex voluntary disclosure issues for U.S. and international companies, and represented clients in German tax and criminal courts.

Credits by state

AK2.0
AL2.0
AR2.0
AZ2.0
CA2.0
CO2.0
CT2.0
DC2.0
DE2.0
FL2.0
GA2.0
HI2.0
IA2.0
ID2.0
IL2.0
IN2.0
KS2.0
KY2.0
LA2.0
MA2.0
MD2.0
ME2.0
MI2.0
MN2.0
MO2.4
MS2.0
MT2.0
NC2.0
ND2.0
NE2.0
NH120.0
NJ2.0
NM2.0
NV2.0
NY2.0
OH2.0
OK2.5
OR2.0
PA2.0
RI2.5
SC2.0
SD2.0
TN2.0
TX2.0
UT2.0
VA2.0
VT2.0
WA2.0
WI2.0
WV2.4
WY2.0

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Live stream programs

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Access to live webinars & recordings

70,000+

Trusted by Legal Professionals

1000+

Live stream programs

24/7

Access to live webinars & recordings

10,000+

Trusted by Legal Professionals

1000+

Live stream programs

24/7

Access to live webinars & recordings

70,000+

Trusted by Legal Professionals

MCLE Credits

Alabama
Pending
Alaska
Approved
Arizona
Approved
Arkansas
Approved
California
Approved
Colorado
Pending
Connecticut
Approved
Delaware
Pending
District of Columbia
No Required
Florida
Pending
Georgia
Pending
Hawaii
Approved
Idaho
Pending
Illinois
Pending
Indiana
Pending
Iowa
Pending
Kansas
Pending
Kentucky
Pending
Louisiana
Pending
Maine
Pending
Maryland
No Required
Massachusetts
No Required
Michigan
No Required
Minnesota
Pending
Mississippi
Pending
Missouri
Approved
Montana
Pending
Nebraska
Pending
Nevada
Pending
New Hampshire
Approved
New Jersey
Approved
New Mexico
Approved
New York
Approved
North Carolina
Pending
North Dakota
Approved
Ohio
Pending
Oklahoma
Pending
Oregon
Pending
Pennsylvania
Approved
Rhode Island
Pending
South Carolina
Pending
South Dakota
No Required
Tennessee
Pending
Texas
Approved
Utah
Pending
Vermont
Approved
Virginia
Not Eligible
Washington
Approved
West Virginia
Pending
Wisconsin
Pending
Wyoming
Pending

Alabama

Requirements

The Alabama State Bar MCLE Commission requires attorneys to complete 12 credits, including 1 ethics, by December 31 of each year. All credits must be reported by February 15 of the following year. A maximum of 12 credits, including 1 ethics credit, may be carried over for 1 year only.  

Formats

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  • Attorneys are limited to 6 credits per compliance period of “online” programs through MyLAwCLE On-Demand programs