Capital Gains and the Step-Up in Basis: Estate Planning Tactics, Compliance Traps, and Post-Death Planning Tools

Andrew Bechel
Andrew Bechel
Greenspoon Marder LLP

Andrew Bechel is a partner in the International Wealth & Asset Planning practice group at Greenspoon Marder LLP. Mr. Bechel has significant experience aiding clients with complex estate planning matters, including international trust structures, asset protection, tax-exempt organizations, and tax planning.

John Bunge
John Bunge
Holland & Knight LLP

John Bunge is a tax and private wealth services partner in Holland & Knight's Nashville office. John helps clients navigate the confluence of tax planning, business succession planning and estate planning, and seeks to find the most elegant solutions possible to reach their goals

On-Demand: September 26, 2025

2 hour CLE

Tuition: $195.00
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Program Summary

Session I - Introduction to Basis Planning for the Estate Planner - Andrew Bechel

This session provides a practical exploration of basis step-up rules and their growing importance in modern estate planning. It begins with the fundamentals of basis adjustments at death, including which properties qualify, the distinction between step-up and step-down, and the interplay between capital gains and estate taxes. Against the backdrop of the OBBBA and the effective repeal of estate tax for most families, the session highlights how basis planning now dominates estate strategies. Attendees will learn planning techniques for both taxable and non-taxable estates, including the use of ING trusts, DAPTs, general powers of appointment, trust amendments, and decanting to maximize step-up opportunities. Special attention is given to clients who have already made significant gifts, with strategies for moving assets in and out of trusts to optimize tax outcomes while avoiding inadvertent deemed gifts under recent IRS rulings. The session concludes with forward-looking practice insights to help attorneys adapt their estate planning approaches in light of shifting tax priorities and the renewed emphasis on basis.

Key topics to be discussed:

  • Getting to know to basis step-up and fundamentals
  • Estate planning and basis step-up
  • Basis planning for new clients
  • Basis planning options for clients that have already made significant gifts
  • Practice going forward

Session II - Nuances of Tax Basis Step Up for Specific Asset Types and Post-Mortem Planning - John Bunge

We will discuss nuances around how the tax basis step up affects specific types of assets, such as partnership interests, S corporation stock, installment notes, depreciable property, income in respect of decedent (IRD) assets, community property, and foreign assets. We will also address post-mortem considerations around the basis step up, including valuation elections, partnership elections, and asset transfers.

Key topics to be discussed:

  • Tax basis step up planning for partnership interests, S corporation stock, and other unique assets
  • Income in respect of decedent issues, including installment notes and depreciable property
  • Basis step up for community property and foreign property
  • Post-mortem planning and elections affecting tax basis

Closed-captioning available

Speakers

Andrew Bechel | Greenspoon Marder LLP

Andrew Bechel is a partner in the International Wealth & Asset Planning practice group at Greenspoon Marder LLP. Mr. Bechel has significant experience aiding clients with complex estate planning matters, including international trust structures, asset protection, tax-exempt organizations, and tax planning. As part of his practice, Mr. Bechel works closely with clients to determine their goals with regard to their family assets, taxes, creditor protection, and related estate planning matters to develop bespoke structures that meet the client’s goals.

When developing these bespoke structures, Mr. Bechel has aided clients with the following: Utilizing various domestic trust structures to maximize the assets that clients can pass to lower generations free of estate and generation-skipping transfer taxes, setting up offshore trusts in jurisdictions such as the Cook Islands and Nevis, developing holding company structures for family businesses to ensure that these businesses are efficiently structured while maximizing creditor protection through the use of limited liability entities, utilizing trust structures to minimize state income taxes on the sale of a business, restructuring family businesses to take advantage of the Qualified Small Business Stock rules and the significant tax savings associated with Qualified Small Business Stock, and forming private foundations and navigating the complex rules applicable to the administration of these foundations.

When Mr. Bechel is not aiding clients, he enjoys spending time with his family, skiing, hiking, golfing, and playing guitar.

 

John Bunge_myLawCLEJohn Bunge | Holland & Knight LLP

John Bunge is a tax and private wealth services partner in Holland & Knight’s Nashville office. John helps clients navigate the confluence of tax planning, business succession planning and estate planning, and seeks to find the most elegant solutions possible to reach their goals. He frequently advises clients seeking to save taxes in connection with a business sale or other liquidity event. He also counsels families regarding the formation, structuring and operation of family offices and private trust companies. John earned his B.S. from the University of Kentucky, J.D. from the University of Alabama, and LL.M in taxation from the University of Florida. He is also a CFA charterholder.

Agenda

Session I – Introduction to Basis Planning for the Estate Planner | 1:00pm – 2:00pm

  • Getting to know basis step-up and fundamentals
    •  What is basis step-up
      1.  Summary of general basis step-up rules
    • What properties qualify for basis step-up?
    •  What about step-down?
  • Estate planning and basis step-up
    • Capital gains taxes vs. estate taxes
    • Historical planning and how basis was considered
    • Impacts of OBBBA on planning
      1. The estate tax has effectively been repealed for all but wealthiest families, giving basis planning more prominence
  •  Basis planning for new clients
    • Estate planning options where basis step-up is maintained
      1. ING trusts, DAPTs, granting GPOAs and other options
    • Options to stack multiple basis step-ups
  • Basis planning options for clients that have already made significant gifts
    • Clients with taxable estates
      1. Ensuring high basis assets out of estate and low basis assets are in estate
      2. Determining how to move assets in and out of trusts that are already in existence, and potential need to amend or decant trusts to allow for this
    • Clients that do not have taxable estates
      1. Caution around unwinding structures that are already in place, issues that can cause
      2. Look into maximizing basis step-up based on existing structure through use of powers such as swap power, sales with grantor trusts, and related options
      3. Potential to amend trust through NJSA or decanting to ensure that we can engage in proper basis planning
      4. Granting GPOAs to individuals to maximize basis step-up
    • Beware of CCA 202352018 and related rulings/cases to ensure that plans do not result in inadvertent deemed gifts
  • Practice going forward
    •  Estate planning practice going forward in light of OBBBA and new emphasis on basis planning

Break | 2:00pm – 2:10pm

Session II – Nuances of Tax Basis Step Up for Specific Asset Types and Post-Mortem Planning | 2:10pm – 3:10pm

  • Tax basis step up planning for partnership interests, S corporation stock, and other unique assets
  • Income in respect of decedent issues, including installment notes and depreciable property
  • Basis step up for community property and foreign property
  • Post-mortem planning and elections affecting tax basis

Credits

Alaska

Approved for CLE Credits
2 General

Our programs are CLE-eligible through Alaska’s recognition of multi-jurisdictional reciprocity.
Alabama

Approved for Self-Study Credits
2 General

Arkansas

Approved for CLE Credits
2 General

Arizona

Approved for CLE Credits
2 General

California

Approved for CLE Credits
2 General

Colorado

Pending CLE Approval
2 General

Connecticut

Approved for CLE Credits
2 General

District of Columbia

No MCLE Required
2 CLE Hour(s)

Delaware

Pending CLE Approval
2 General

Florida

Approved via Attorney Submission
2.5 General Hours

Receive CLE credit in Florida via attorney submission.
Georgia

Pending CLE Approval
2 General

Hawaii

Approved for CLE Credits
2.4 General

Iowa

Pending CLE Approval
2 General

Idaho

Pending CLE Approval
2 General

Illinois

Approved for Self-Study Credits
2 General

Indiana

Approved For On-Demand Credits
2 General

Kansas

Pending CLE Approval
2 Substantive

Kentucky

Pending CLE Approval
2 General

Louisiana

Pending CLE Approval
2 General

Massachusetts

No MCLE Required
2 CLE Hour(s)

Maryland

No MCLE Required
2 CLE Hour(s)

Maine

Pending CLE Approval
2 General

Michigan

No MCLE Required
2 CLE Hour(s)

Minnesota

Approved for Self-Study Credits
2 General

Missouri

Approved for Self-Study Credits
2.4 General

Mississippi

Pending CLE Approval
2 General

Montana

Approved for Self-Study Credits
2 General

North Carolina

Approved for CLE Credits
2 General

North Dakota

Approved for CLE Credits
2 General

Our programs are CLE-eligible through North Dakota’s recognition of multi-jurisdictional reciprocity. Section 1, Policy 1.14
Nebraska

Pending CLE Approval
2 General

myLawCLE reports attendance to Nebraska on each attorney’s behalf for all programs. Please do not self-report.
New Hampshire

Approved for CLE Credits
120 General minutes

As of July 1, 2014, the NHMCLE Board no longer provides pre- or post-approval of courses. Attendees must self-determine whether a program is eligible for credit, and self-report their attendance online at www.nhbar.org, based on qualification provisions of Rule 53.
New Jersey

Approved for CLE Credits
2.4 General

Our programs are CLE-eligible through New Jersey’s recognition of multi-jurisdictional reciprocity, except for the courses required under BCLE Reg. 201:2
New Mexico

Approved for Self-Study Credits
2 General

Nevada

Approved for Self-Study Credits
2 General

New York

Approved for CLE Credits
2.4 General

Our programs are CLE-eligible through New York’s Approved Jurisdiction Group “B”.
Ohio

Approved for Self-Study Credits
2 General

Oklahoma

Pending CLE Approval
2.5 General

Oregon

Pending CLE Approval
2 General

Pennsylvania

Approved for Self-Study Credits
2 General

Rhode Island

Pending CLE Approval
2.5 General

South Carolina

Pending CLE Approval
2 General

South Dakota

No MCLE Required
2 CLE Hour(s)

Tennessee

Approved for Self-Study Credits
2 General

Texas

Approved for CLE Credits
2 General

Utah

Pending CLE Approval
2 General

Virginia

Not Eligible
2 General Hours

Vermont

Approved for CLE Credits
2 General

Washington

Approved via Attorney Submission
2 Law & Legal Hours

Receive CLE credit in Washington via attorney submission.
Wisconsin

Approved for Self-Study Credits
2 General

West Virginia

Pending CLE Approval
2.4 General

Wyoming

Pending CLE Approval
2 General

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