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Private M&A Transactions: Tax Considerations of Stock and Asset Sales, Shareholder Classifications, Acquisition Structures, and Key Provisions

2025-07-10 13:00:00

2025-07-10 13:00:00

2 Credits

Federal tax strategies for buying and selling closely held corporations, covering deal structures, entity considerations, and planning opportunities.

2025-07-10 13:00:00

Federal tax strategies for buying and selling closely held corporations, covering deal structures, entity considerations, and planning opportunities.

2025-07-10 13:00:00

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Live stream programs

24/7

Access to live webinars & recordings

70,000+

Trusted by Legal Professionals

1000+

Live stream programs

24/7

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70,000+

Trusted by Legal Professionals

Key topics that will be covered

What will you learn

Attorneys will learn how federal tax considerations affect closely held corporation sales, including stock sales, asset sales, and alternative acquisition structures for buyers and sellers.

What will you gain

Attorneys will gain practical strategies for pre-LOI planning, purchase price allocation, installment reporting, and using elections like IRC 338(h)(10) to optimize transaction outcomes.

Deal Structure
Understand how transaction form affects tax outcomes for both buyers and sellers.
Stock Sales
Learn capital gain treatment and the 23.8% federal rate on C corporation stock.
Asset Sales
Explore double taxation, purchase price allocation, and Form 8594 requirements.
S Corporations
Examine pass-through taxation, built-in gains tax, and net investment income surtax.
Elections
Apply IRC 338(h)(10) and 336(e) elections to achieve asset sale tax treatment.
F Reorganizations
Use F reorganizations for equity rollovers and separating assets before sale.

What will you learn

Attorneys will learn how federal tax considerations affect closely held corporation sales, including stock sales, asset sales, and alternative acquisition structures for buyers and sellers.

What will you gain

Attorneys will gain practical strategies for pre-LOI planning, purchase price allocation, installment reporting, and using elections like IRC 338(h)(10) to optimize transaction outcomes.

Agenda

Session 1

M&A Federal Tax Considerations and Economic Fundamentals

Session 2

Taxable Acquisitions and Pre-LOI Due Diligence Strategies

Session 3

Stock Sales: Buyer and Seller Tax Perspectives

Session 4

Asset Sales: Mechanics and Purchase Price Allocation

Session 5

C Corporation Double Taxation and Section 1202 Benefits

Session 6

S Corporation Pass-Through Taxation and Built-In Gains

Session 7

Break

Session 8

Installment Reporting Mechanics and Protection Strategies

Session 9

Alternative Structures: Mergers and Equity Transfers

Session 10

IRC 338(h)(10) Election for Stock-to-Asset Treatment

Session 11

IRC 336(e) Election: Flexible Buyer Requirements

Session 12

F Reorganizations for Equity Rollovers and Flexibility

Session 13

Compensation, Non-Competes, and Personal Goodwill Considerations

clock 1:00 pm - 1:15 pm EST

M&A Federal Tax Considerations and Economic Fundamentals

Louis Vlahos

Rivkin Radlers

This session introduces the core economic fundamentals driving deal structure in mergers and acquisitions. Participants will learn how taxes represent a primary transaction cost and why addressing tax issues early maximizes value for both buyers and sellers.

Louis Vlahos

Rivkin Radlers

clock 1:15 pm - 1:25 pm EST

Taxable Acquisitions and Pre-LOI Due Diligence Strategies

Louis Vlahos

Rivkin Radlers

Explore the critical importance of financial due diligence before executing a Letter of Intent. This session covers calculating after-tax positions, understanding transaction form versus substance, and negotiating gross-ups for alternative deal scenarios.

Louis Vlahos

Rivkin Radlers

clock 1:25 pm - 1:35 pm EST

Stock Sales: Buyer and Seller Tax Perspectives

Louis Vlahos

Rivkin Radlers

Examine stock sale transactions from both buyer and seller viewpoints, including basis recovery challenges and long-term capital gain treatment. Learn how shareholder variations affect economic positions and the importance of drag-along provisions in shareholder agreements.

Louis Vlahos

Rivkin Radlers

clock 1:35 pm - 1:45 pm EST

Asset Sales: Mechanics and Purchase Price Allocation

Louis Vlahos

Rivkin Radlers

This session covers asset sale mechanics including Form 8594 requirements for purchase price allocation across seven asset classes. Participants will understand the differences between C corporation and S corporation asset sales and applicable state tax considerations.

Louis Vlahos

Rivkin Radlers

clock 1:45 pm - 1:55 pm EST

C Corporation Double Taxation and Section 1202 Benefits

Louis Vlahos

Rivkin Radlers

Analyze the two-level taxation structure affecting C corporations and their shareholders in sale transactions. Learn about NOL carryforward limitations after ownership changes and the enhanced Section 1202 qualified small business stock exclusion benefits under 2025 legislation.

Louis Vlahos

Rivkin Radlers

clock 1:55 pm - 2:00 pm EST

S Corporation Pass-Through Taxation and Built-In Gains

Louis Vlahos

Rivkin Radlers

Understand how gain from S corporation asset sales flows through to shareholders and the impact of the net investment income surtax on material versus passive participants. This session also covers the five-year built-in gains tax recognition period for converted C corporations.

Louis Vlahos

Rivkin Radlers

clock 2:00 pm - 2:10 pm EST

Break

Louis Vlahos

Rivkin Radlers

A brief intermission allowing participants to refresh before continuing with advanced transaction structures. Use this time to review notes and prepare questions for the remaining sessions.

Louis Vlahos

Rivkin Radlers

clock 2:10 pm - 2:20 pm EST

Installment Reporting Mechanics and Protection Strategies

Louis Vlahos

Rivkin Radlers

Learn how installment reporting provides tax deferral when payments span multiple tax years and the mechanics of proportionate basis recovery. This session covers permitted security arrangements and special interest charges on large installment obligations exceeding $5 million.

Louis Vlahos

Rivkin Radlers

clock 2:20 pm - 2:30 pm EST

Alternative Structures: Mergers and Equity Transfers

Louis Vlahos

Rivkin Radlers

Explore statutory merger mechanics where targets are treated as selling assets then liquidating for tax purposes. Understand the key distinctions between mergers and stock acquisitions regarding liability assumption and corporate shield preservation.

Louis Vlahos

Rivkin Radlers

clock 2:30 pm - 2:40 pm EST

IRC 338(h)(10) Election for Stock-to-Asset Treatment

Louis Vlahos

Rivkin Radlers

Examine how the 338(h)(10) election allows stock sales to achieve asset sale tax treatment when assets are difficult to transfer individually. Learn the requirements including buyer limitations and the joint election process that gives sellers valuable negotiating leverage.

Louis Vlahos

Rivkin Radlers

clock 2:40 pm - 2:50 pm EST

IRC 336(e) Election: Flexible Buyer Requirements

Louis Vlahos

Rivkin Radlers

Compare the 336(e) election to 338(h)(10), noting its broader buyer eligibility including multiple corporations, partnerships, and individuals. Understand how this seller-only election creates unique negotiating dynamics and implementation considerations for purchase agreements.

Louis Vlahos

Rivkin Radlers

clock 2:50 pm - 3:00 pm EST

F Reorganizations for Equity Rollovers and Flexibility

Louis Vlahos

Rivkin Radlers

Learn how F reorganizations facilitate complex transaction structures, particularly tax-efficient equity rollovers that neither 338(h)(10) nor 336(e) can achieve. This session walks through the multi-step structure enabling partial tax-free rollovers while providing buyers stepped-up basis.

Louis Vlahos

Rivkin Radlers

clock 3:00 pm - 3:10 pm EST

Compensation, Non-Competes, and Personal Goodwill Considerations

Louis Vlahos

Rivkin Radlers

Address purchase price characterization risks where excess payments may be recharacterized as compensation or non-compete payments. Explore planning opportunities around personally owned assets and personal goodwill in service businesses where individuals hold key relationships.

Louis Vlahos

Rivkin Radlers

01 13
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speakers

Joe Ervin

The Law Firm for Truck Safety, LLP
A Partner at The Law Firm for Truck Safety. He focuses exclusively on cases involving commercial motor vehicle crashes and wrongful death. Joe also holds a valid class “A” commercial driver’s license with endorsements for double/triple trailers and tankers.

Education & Credentials

A 2013 graduate of the Gerry Spence Trial Lawyers College in Dubois, Wyoming, Joe is rated AV Preeminent™ by Martindale-Hubbell — the highest peer rating for exceptional legal ability and ethics. He is among the first nine attorneys nationwide to earn board certification in Truck Accident Law from the National Board of Trial Advocacy.

Recognition & Leadership

Joe received the Roadway Safety Award from the American Association for Justice (AAJ) for his commitment to improving highway safety.
 He currently serves as Co-Chair of the Academy of Truck Accident Attorneys (ATAA) Safety Committee, advocating for higher safety standards across the trucking industry.

Professional Involvement

Joe serves on the faculty of the AAJ Advanced Trial Advocacy College: Litigating Truck Collision Cases (2015 & 2024).
 He is an active member of AAJ’s Trucking Litigation Group and sits on the Board of Regents for the Academy of Truck Accident Attorneys.

Experience

Joe frequently consults and co-counsels on complex commercial truck cases. His proven track record includes numerous successful trials against motor carriers and truck leasing companies — delivering justice for victims of commercial vehicle accidents.

Kevin Foley

Reminger Co
A Partner at The Law Firm for Truck Safety. He focuses exclusively on cases involving commercial motor vehicle crashes and wrongful death. Joe also holds a valid class “A” commercial driver’s license with endorsements for double/triple trailers and tankers.

Education & Credentials

A 2013 graduate of the Gerry Spence Trial Lawyers College in Dubois, Wyoming, Joe is rated AV Preeminent™ by Martindale-Hubbell — the highest peer rating for exceptional legal ability and ethics. He is among the first nine attorneys nationwide to earn board certification in Truck Accident Law from the National Board of Trial Advocacy.

Recognition & Leadership

Joe received the Roadway Safety Award from the American Association for Justice (AAJ) for his commitment to improving highway safety.
 He currently serves as Co-Chair of the Academy of Truck Accident Attorneys (ATAA) Safety Committee, advocating for higher safety standards across the trucking industry.

Professional Involvement

Joe serves on the faculty of the AAJ Advanced Trial Advocacy College: Litigating Truck Collision Cases (2015 & 2024).
 He is an active member of AAJ’s Trucking Litigation Group and sits on the Board of Regents for the Academy of Truck Accident Attorneys.

Experience

Joe frequently consults and co-counsels on complex commercial truck cases. His proven track record includes numerous successful trials against motor carriers and truck leasing companies — delivering justice for victims of commercial vehicle accidents.

Grant H. Lawson

The Law Firm for Truck Safety, LLP
A Partner at The Law Firm for Truck Safety. He focuses exclusively on cases involving commercial motor vehicle crashes and wrongful death. Joe also holds a valid class “A” commercial driver’s license with endorsements for double/triple trailers and tankers.

Education & Credentials

A 2013 graduate of the Gerry Spence Trial Lawyers College in Dubois, Wyoming, Joe is rated AV Preeminent™ by Martindale-Hubbell — the highest peer rating for exceptional legal ability and ethics. He is among the first nine attorneys nationwide to earn board certification in Truck Accident Law from the National Board of Trial Advocacy.

Recognition & Leadership

Joe received the Roadway Safety Award from the American Association for Justice (AAJ) for his commitment to improving highway safety.
 He currently serves as Co-Chair of the Academy of Truck Accident Attorneys (ATAA) Safety Committee, advocating for higher safety standards across the trucking industry.

Professional Involvement

Joe serves on the faculty of the AAJ Advanced Trial Advocacy College: Litigating Truck Collision Cases (2015 & 2024).
 He is an active member of AAJ’s Trucking Litigation Group and sits on the Board of Regents for the Academy of Truck Accident Attorneys.

Experience

Joe frequently consults and co-counsels on complex commercial truck cases. His proven track record includes numerous successful trials against motor carriers and truck leasing companies — delivering justice for victims of commercial vehicle accidents.

Louis Vlahos

Rivkin Radlers

Louis Vlahos

Rivkin Radlers

Louis Vlahos practices tax law with extensive experience in corporate, individual and partnership income taxation, estate and gift taxation, including tax planning, ruling requests and tax controversy. He advises clients on corporate organizations, reorganizations, business sales and acquisitions, real estate transactions, executive compensation, estate planning, and not-for-profit matters.

Recognition & Leadership

Super Lawyers recognized Lou as a Top Rated Tax Attorney from 2013 to 2023. In 2024, he placed No. 1 on the topic of tax law in JD Supra's Reader's Choice Awards and No. 2 from 2021-2023. Named to Best Lawyers in America® for Tax Law from 2023-2025. Received the Cornerstone Award from the Lawyers Alliance of New York. Author of the award-winning blog, TaxSlaw.

Professional Involvement

Member of the Estate Planning Council of Nassau County. Former member of the IRS Taxpayer Advocacy Panel (TAP). Pro bono legal services recognized by Lawyers Alliance of New York.

Experience

Advises clients on corporate organizations and reorganizations, sales and acquisitions of businesses, corporate distributions, redemptions, liquidations and spin-offs, shareholder and buy-sell agreements, partnership matters, real estate transactions, executive deferred compensation, estate and succession planning, and charitable giving. Counsels not-for-profit corporations including cultural institutions, hospitals and other nonprofit organizations on tax-exempt status, corporate restructuring, supporting organizations, charitable gifts, compensation issues, and unrelated business income taxation. Has lectured on corporate transactions and tax issues in the not-for-profit community and written for various legal publications.

Louis Vlahos

Rivkin Radlers

Louis Vlahos practices tax law with extensive experience in corporate, individual and partnership income taxation, estate and gift taxation, including tax planning, ruling requests and tax controversy. He advises clients on corporate organizations, reorganizations, business sales and acquisitions, real estate transactions, executive compensation, estate planning, and not-for-profit matters.

Recognition & Leadership

Super Lawyers recognized Lou as a Top Rated Tax Attorney from 2013 to 2023. In 2024, he placed No. 1 on the topic of tax law in JD Supra's Reader's Choice Awards and No. 2 from 2021-2023. Named to Best Lawyers in America® for Tax Law from 2023-2025. Received the Cornerstone Award from the Lawyers Alliance of New York. Author of the award-winning blog, TaxSlaw.

Professional Involvement

Member of the Estate Planning Council of Nassau County. Former member of the IRS Taxpayer Advocacy Panel (TAP). Pro bono legal services recognized by Lawyers Alliance of New York.

Experience

Advises clients on corporate organizations and reorganizations, sales and acquisitions of businesses, corporate distributions, redemptions, liquidations and spin-offs, shareholder and buy-sell agreements, partnership matters, real estate transactions, executive deferred compensation, estate and succession planning, and charitable giving. Counsels not-for-profit corporations including cultural institutions, hospitals and other nonprofit organizations on tax-exempt status, corporate restructuring, supporting organizations, charitable gifts, compensation issues, and unrelated business income taxation. Has lectured on corporate transactions and tax issues in the not-for-profit community and written for various legal publications.

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Why Attend

Why this 
program matters

Understanding federal tax implications in closely held corporation sales is essential because deal structure directly determines tax liability, affecting millions in after-tax proceeds for business owners.
$1.7T
North America M&A deal value reached $1.7 trillion in 2024, driven by technology and sponsor-led transactions (Morrison Foerster, January 2025).
5.1M
S corporations have grown to over 5.1 million in the U.S., increasing 839% since 1980 to become the dominant business structure (American Action Forum, September 2024).
47%
Of deals fail due to issues surfaced during due diligence, highlighting the critical importance of thorough tax review before closing (Ansarada).
80%
Of small business owners lack an exit plan the year before putting their business on the market according to the International Business Brokers Association (Federal Reserve Bank of Minneapolis, 2023).

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