• videocam On-Demand Webinar
  • signal_cellular_alt Intermediate
  • card_travel Tax Law
  • schedule 90 minutes

Tax Planning for Qualified Small Business Stock: Section 1202 Strategies for Investors and Businesses

About the Course

Introduction

This CLE/CPE program will provide business owners, investors, tax counsel and advisers a detailed analysis of available tax strategies for qualified small business stock (QSBS) to limit or minimize potential tax liability. The panel will discuss corporate and shareholder requirements and tax savings available for QSBS and offer structuring considerations to maximize QSBS benefits in a variety of situations.

Description

Section 1202 allows a fully or partially tax-free sale of QSBS by certain taxpayers, in certain circumstances. The capital gain exclusion can create a significant benefit for investors and startups. Tax counsel must understand the rules and available structures to allow for QSBS treatment and potentially unlock millions in cash tax savings.

To qualify, certain corporate qualifications, shareholder eligibility rules, and holding period requirements must be met. The business must have no more than $50 million (or $75 million after July 4, 2025) in aggregate gross assets at the time the stock is issued, the company must be engaged in a qualified trade or business, and investors must hold the stock for five years (or three years for shares issued after July 4, 2025). Shareholders not holding the stock for five years could preserve QSBS benefits by rolling over the sales proceeds under Section 1045.

Under OBBBA, permitted gain exclusion caps for purposes of QSBS have increased. Tax counsel must understand the nuances involved in obtaining QSBS treatment for certain taxpayers.

Listen as our panel discusses the requirements of Section 1202, pitfalls to avoid, and planning opportunities available so shareholders achieve maximum tax savings.

Presented By

Christopher A. Karachale
Partner
Hanson Bridgett LLP

Mr. Karachale advises individuals and business entities on a broad range of tax planning and tax controversy matters. He has written extensively on QSBS issues. He counsels taxpayers on employee benefits and executive compensation issues, including deferred compensation and Section 409A. He assists clients with international tax compliance, including voluntary disclosures and related planning matters. He represents individuals and an array of business entities in controversy matters before the IRS and California state tax authorities.

Mark A. Melton
Partner
Holland & Knight LLP

Mr. Melton is a tax attorney in Holland & Knight's Dallas office and serves as the co-chair of the Tax, Executive Compensation and Benefits Practice Group. He focuses on federal income taxation issues related to domestic and international transactions of private equity and hedge funds, as well as other investment partnerships, joint ventures, real estate investment trusts (REITs) and operating businesses. More specifically, Mr. Melton assists clients with investment fund formation, mergers and acquisitions (M&A), real estate investment and development, and financial instruments and derivatives. He is experienced in a broad spectrum of tax issues such as complex partnership allocations, inbound and outbound cross-border investments, and investments by sovereign wealth funds, tax-exempt entities, international organizations and other institutional investors.

Aaron Pinegar
Partner
Jackson Walker LLP
Credit Information
  • This 90-minute webinar is eligible in most states for 1.5 CLE credits.


  • Live Online


    On Demand

Date + Time

  • event

    Thursday, October 8, 2026

  • schedule

    1:00 PM ET/10:00 AM PT

I. QSBS defined (Section 1202)

II. Impact of OBBBA statutory changes

III. Corporate requirements

IV. Shareholder requirements

V. Section 1045 rollover mechanics

VI. Pass-through entities: partnerships (including LLCs) and S corps

VII. Structuring considerations

The panel will review these and other key issues:

  • How can an eligible investor maximize their QSBS exclusion?
  • What stock is and is not eligible for the QSBS exclusion?
  • What are the new and expanded QSBS benefits under Section 1202?
  • What planning opportunities (and pitfalls) arise under the rules for founders, investors, and funds?
  • How can you align exit timing, investment structuring, capitalization, and documentation practices to maximize QSBS advantages?