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QSBS Is the Hottest Tax Break in America: Qualifying Clients Before They Sell

The One Big Beautiful Bill Act rewrote Section 1202 — and one wrong entity or a mistimed gift can forfeit the exclusion entirely. Learn to audit whether a company qualifies, convert entities correctly, stack exclusions across trusts, and spot state-level exposure before a client sells.

2026-10-09 12:00:00

Program Details

2026-10-09 12:00:00

Program Details

2026-10-09 12:00:00

Over 1,000+ webinars

2026-10-09 12:00:00

Course Overview

The exclusion is bigger than ever — and easier than ever to lose before the sale closes.

2026-10-09 12:00:00

The One Big Beautiful Bill Act (P.L. 119-21) rewrote the Section 1202 QSBS exclusion. It changed three structural pillars: a tiered holding period, an increased exclusion cap, and an expanded aggregate gross assets threshold. Clients now hold pre- and post-July 4, 2025, stock under two different rule sets at once.

Miss an eligibility requirement, and a company never qualifies. Convert an entity the wrong way, and you break the original-issuance requirement. Gift shares too late, and the assignment-of-income doctrine — sharpened by Hoensheid — unwinds the transfer. Ignore state non-conformity, and a clean federal exclusion still triggers state tax. Recent rulings in Leto, Ju, and Holmes show how documentation gaps become audit losses.

You leave with a framework for auditing existing holdings and an entity-conversion playbook. You also leave with a method for stacking exclusions across family members and non-grantor trusts, plus a state-by-state approach to situs selection and relocation. This is practitioner judgment applied before a sale begins — not a doctrine summary.

Format

CLE Credit

2h CLE Credits

Level

Intermediate

Length

2

Key topics that will be covered

01
The OBBBA Rewrite
Apply the tiered holding periods, increased cap, and expanded aggregate gross assets threshold to stock issued before and after July 4, 2025.
02
Company Eligibility
Test a client’s company against the five core requirements and the active-business/excluded-business line before promising QSBS treatment.
03
Entity Conversion
Convert an LLC, S corporation, or pass-through to a C corporation without breaking the original-issuance requirement.
04
Documentation and Case Law
Build the formation record that survives audit, using the lessons of Leto, Ju, and Holmes on original issuance and documentation.
05
Stacking Across Trusts
Multiply the exclusion per-taxpayer and per-issuer using non-grantor trusts that qualify as separate taxpayers under the pre- and post-OBBBA caps.
06
Timing and State Exposure
Time gifts to avoid the assignment-of-income tripwire in Hoensheid, and plan trust situs for states that do not conform to Section 1202.

Program schedule

clock 12:00 pm - 1:00 pm EST

Qualifying the Company: Section 1202 Eligibility and Entity Structuring After OBBBA

This session walks attorneys through the full Section 1202 eligibility framework, as amended by OBBBA, covering the three structural changes to the exclusion cap, holding period tiers, and aggregate gross assets threshold, alongside the five core requirements that remain unchanged. Attorneys learn how to evaluate whether a client’s company qualifies, how to structure or convert entities to access QSBS treatment, and how to avoid the pitfalls identified in recent Tax Court and Court of Federal Claims decisions. They leave equipped to audit existing holdings, counsel on conversion mechanics, and spot the 31.8% rate trap that can make partial exclusions more costly than expected.

Matthew E. RappaportMatthew E. Rappaport
Matthew E. ForemanMatthew E. Foreman
clock 1:10 pm - 2:10 pm EST

Multiplying and Preserving the Exclusion: Gifts, Trusts, and State Tax Planning Before Exit

This session teaches attorneys how to multiply the Section 1202 exclusion across multiple taxpayers through gifting and non-grantor trust structures, and how to navigate state non-conformity before a client’s exit. It covers the mechanics of exclusion stacking under both pre- and post-OBBBA caps, the assignment-of-income timing rules that can undo a transfer at the worst moment, and the state-level strategies, including trust situs selection and relocation, that determine whether the exclusion survives at the state level. Attorneys leave with a working framework for structuring gifts and trusts before any sale process begins and for identifying which clients face material state tax exposure despite a clean federal exclusion.

Matthew E. RappaportMatthew E. Rappaport
Matthew E. ForemanMatthew E. Foreman
Matthew E. Rappaport

Matthew E. Rappaport

Falcon Rappaport & Berkman LLP

Matthew E. Foreman

Matthew E. Foreman

Falcon Rappaport & Berkman LLP

Matthew E. Rappaport

Matthew E. Rappaport

Falcon Rappaport & Berkman LLP

Matthew E. Rappaport is Vice Managing Partner of Falcon Rappaport & Berkman LLP and chairs the firm’s Taxation and Private Client Groups. His practice concentrates on taxation as it relates to real estate, closely held businesses, private equity funds, family offices, and trusts and estates, advising on tax planning, structuring, and compliance for commercial real estate projects, all stages of the business life cycle, generational wealth transfer, family business succession, and executive compensation.

Education & Credentials

Mr. Rappaport received both his Master of Laws in Taxation and his Juris Doctor from Georgetown University Law Center. He is admitted in the State of New York, the United States Tax Court, the United States District Courts for the Southern and Eastern Districts of New York, the United States Court of Appeals for the Second Circuit, and the Supreme Court of the United States.

Recognition & Leadership

Mr. Rappaport was selected to the New York Metro Super Lawyers Rising Stars list from 2017 through 2025 and received the NBI 2025 Outstanding Faculty Award. At the firm, he leads two practice groups as Chair of Taxation and Chair of Private Client.

Professional Involvement

Mr. Rappaport serves on the Sales, Exchanges & Basis Committee of the American Bar Association Section on Taxation, is a member of the New York State Bar Association, and is a past Vice Chair of the Taxation Committee of the Nassau County Bar Association. His articles have appeared in the Journal of Taxation of Investments, The Tax Adviser, ABA Tax Times, and Bloomberg BNA's Tax Management Real Estate Journal, and he is a frequent CLE presenter, including prior programs for myLawCLE.

Experience

Mr. Rappaport is known for complex transactions involving advanced tax considerations, including Section 1031 exchanges, the Qualified Opportunity Zone program, freeze partnerships, private equity mergers and acquisitions, and Qualified Small Business Stock. He has served as a trusted advisor to prominent real estate funds, executives of multinational corporations, venture capitalists, startup businesses, and ultra-high net worth families, and collaborates with attorneys, accountants, financial advisors, bankers, and insurance professionals on matters requiring tax-focused analysis.
Matthew E. Foreman

Matthew E. Foreman

Falcon Rappaport & Berkman LLP

Matthew E. Foreman is a Partner at Falcon Rappaport & Berkman LLP, where he co-chairs the firm’s Taxation Practice Group. He advises on Qualified Small Business Stock (QSBS), entity selection, and the tax-efficient return of capital to owners, and structures taxable and tax-free combinations, mergers, sales, acquisitions, and divisive reorganizations, including cross-border transactions.

Education & Credentials

Mr. Foreman earned a Master of Laws in Taxation from New York University School of Law, a Juris Doctor from Penn State Dickinson School of Law, and a Bachelor of Science in Business Administration, with a concentration in Finance, cum laude, from the State University of New York at Albany. He is admitted to practice in the State of New York, the State of New Jersey, and the United States Tax Court.

Recognition & Leadership

Mr. Foreman has been selected to the New York Metro Super Lawyers list from 2020 through 2025 and was named to the New York Metro Super Lawyers Rising Stars list in 2018 and 2019.

Professional Involvement

Mr. Foreman hosts the firm's podcast, How Tax Works, and his writing addresses Qualified Small Business Stock, entity selection, reorganizations, partnerships, and the taxation of cryptocurrency. He sits on the Emerging Companies and Venture Capital Committee of the New York City Bar Association, where he has been a member since 2013 and served as Secretary of the State and Local Tax Committee from 2020 through 2025. He is also a member of the Tax Section of the New York State Bar Association and serves as a board member and helpline volunteer for Savvy Ladies, Inc.

Experience

Mr. Foreman renders tax memoranda and formal tax opinions on subjects including tax-free corporate and partnership reorganizations, and drafts equity and asset purchase agreements, LLC and partnership operating agreements for joint ventures, equity rollover agreements, and tax sharing or receivable agreements. He designs profits interests to incentivize employees, structures tax-efficient expansion abroad for domestic businesses, and advises on spin-offs under I.R.C. § 355 and cross-border acquisitive reorganizations. He also represents taxpayers in income and sales tax audits, state residency disputes, and matters involving the passive activity and at-risk loss limitation rules under I.R.C. §§ 469 and 465. Mr. Foreman began his career at Big 4 accounting firms, advising Fortune 500 companies on a variety of tax matters.
Matthew E. Rappaport

Matthew E. Rappaport

Falcon Rappaport & Berkman LLP

Matthew E. Rappaport is Vice Managing Partner of Falcon Rappaport & Berkman LLP and chairs the firm’s Taxation and Private Client Groups. His practice concentrates on taxation as it relates to real estate, closely held businesses, private equity funds, family offices, and trusts and estates, advising on tax planning, structuring, and compliance for commercial real estate projects, all stages of the business life cycle, generational wealth transfer, family business succession, and executive compensation.

Education & Credentials

Mr. Rappaport received both his Master of Laws in Taxation and his Juris Doctor from Georgetown University Law Center. He is admitted in the State of New York, the United States Tax Court, the United States District Courts for the Southern and Eastern Districts of New York, the United States Court of Appeals for the Second Circuit, and the Supreme Court of the United States.

Recognition & Leadership

Mr. Rappaport was selected to the New York Metro Super Lawyers Rising Stars list from 2017 through 2025 and received the NBI 2025 Outstanding Faculty Award. At the firm, he leads two practice groups as Chair of Taxation and Chair of Private Client.

Professional Involvement

Mr. Rappaport serves on the Sales, Exchanges & Basis Committee of the American Bar Association Section on Taxation, is a member of the New York State Bar Association, and is a past Vice Chair of the Taxation Committee of the Nassau County Bar Association. His articles have appeared in the Journal of Taxation of Investments, The Tax Adviser, ABA Tax Times, and Bloomberg BNA's Tax Management Real Estate Journal, and he is a frequent CLE presenter, including prior programs for myLawCLE.

Experience

Mr. Rappaport is known for complex transactions involving advanced tax considerations, including Section 1031 exchanges, the Qualified Opportunity Zone program, freeze partnerships, private equity mergers and acquisitions, and Qualified Small Business Stock. He has served as a trusted advisor to prominent real estate funds, executives of multinational corporations, venture capitalists, startup businesses, and ultra-high net worth families, and collaborates with attorneys, accountants, financial advisors, bankers, and insurance professionals on matters requiring tax-focused analysis.
Matthew E. Foreman

Matthew E. Foreman

Falcon Rappaport & Berkman LLP

Matthew E. Foreman is a Partner at Falcon Rappaport & Berkman LLP, where he co-chairs the firm’s Taxation Practice Group. He advises on Qualified Small Business Stock (QSBS), entity selection, and the tax-efficient return of capital to owners, and structures taxable and tax-free combinations, mergers, sales, acquisitions, and divisive reorganizations, including cross-border transactions.

Education & Credentials

Mr. Foreman earned a Master of Laws in Taxation from New York University School of Law, a Juris Doctor from Penn State Dickinson School of Law, and a Bachelor of Science in Business Administration, with a concentration in Finance, cum laude, from the State University of New York at Albany. He is admitted to practice in the State of New York, the State of New Jersey, and the United States Tax Court.

Recognition & Leadership

Mr. Foreman has been selected to the New York Metro Super Lawyers list from 2020 through 2025 and was named to the New York Metro Super Lawyers Rising Stars list in 2018 and 2019.

Professional Involvement

Mr. Foreman hosts the firm's podcast, How Tax Works, and his writing addresses Qualified Small Business Stock, entity selection, reorganizations, partnerships, and the taxation of cryptocurrency. He sits on the Emerging Companies and Venture Capital Committee of the New York City Bar Association, where he has been a member since 2013 and served as Secretary of the State and Local Tax Committee from 2020 through 2025. He is also a member of the Tax Section of the New York State Bar Association and serves as a board member and helpline volunteer for Savvy Ladies, Inc.

Experience

Mr. Foreman renders tax memoranda and formal tax opinions on subjects including tax-free corporate and partnership reorganizations, and drafts equity and asset purchase agreements, LLC and partnership operating agreements for joint ventures, equity rollover agreements, and tax sharing or receivable agreements. He designs profits interests to incentivize employees, structures tax-efficient expansion abroad for domestic businesses, and advises on spin-offs under I.R.C. § 355 and cross-border acquisitive reorganizations. He also represents taxpayers in income and sales tax audits, state residency disputes, and matters involving the passive activity and at-risk loss limitation rules under I.R.C. §§ 469 and 465. Mr. Foreman began his career at Big 4 accounting firms, advising Fortune 500 companies on a variety of tax matters.

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

1000+

Live stream programs

24/7

Access to live webinars & recordings

70,000+

Trusted by Legal Professionals

1000+

Live stream programs

24/7

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
Approved
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

  • Attorneys can earn unlimited “live” credit through live seminars, live webcasts, and co-sponsored locations with MyLAWCLE-Alabama approved programs
  • Attorneys are limited to 6 credits per compliance period of “online” programs through MyLAwCLE On-Demand programs