LLCs from the Ground Up: How to Draft, Structure, Defend, and Leverage for Tax and Estate Success

Jay D. Adkinson
Robert S. Barnett
Jeff Cunningham
Rustin Diehl
Allen N. Bradley
Jay D. Adkinson | Adkisson Pitet LLP
Robert S. Barnett | Capell Barnett Matalon & Schoenfeld LLP
Jeff Cunningham | Bradley Arant Boult Cummings LLP
Rustin Diehl | Allegis Law
Allen N. Bradley | Bradley Arant Boult Cummings LLP
Live Video-Broadcast: July 30, 2025

4 hour CLE

Tuition: $295.00
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Program Summary

Session I – Foundations of LLC Use in Tax and Estate Planning – Robert S. Barnett

This session will provide a foundational synopsis of the mechanics of limited liability companies (LLCs) and their critical role in modern tax and estate planning. Attendees will explore how LLCs have evolved since the implementation of the Check-the-Box regulations and gain insight into entity classification options, including disregarded entities, partnerships, C corporations, and S corporations. The session will also offer a comparative analysis of LLCs and family limited partnerships (FLPs), highlighting key considerations for choosing the appropriate structure in various planning contexts.

Key topics to be discussed:

  • How LLCs evolved post-Check-the-Box rules
  • Choice of entity: Disregarded, partnership, C corporation, S corporation
  • Comparison to FLPs (family limited partnerships)

Session II - Pitfalls and Practice Tips - Robert S. Barnett

This session will focus on common pitfalls and practical strategies in LLC-based tax and estate planning. Attendees will learn how to identify and address misalignments between operating agreements and gifting or trust structures, navigate issues related to valuation discounts and appraisals, and bridge communication gaps that often arise between legal and CPA teams during reporting. The discussion will emphasize proactive planning approaches to mitigate risk and enhance coordination among advisors.

Key topics to be discussed:

  • Misalignments between operating agreements and gifting or trust structures
  • Use of valuation discounts or appraisals
  • Miscommunication gaps between legal and CPA teams in reporting

Session III - LLC Operating Agreement Drafting: Legal and Tax Nuance – Jeff Cunningham

This session explores the critical legal and tax considerations involved in drafting LLC operating agreements. Key topics include strategies to avoid common pitfalls under §704(b) allocation rules, best practices for structuring control provisions between managers and members, and effective approaches to drafting buy-sell clauses and valuation mechanisms. This session is designed to help practitioners strengthen their drafting skills and anticipate complex tax implications in LLC agreements.

Key topics to be discussed:

  • Avoiding §704(b) allocation pitfalls
  • Structuring manager vs. member control provisions
  • Drafting buy-sell clauses and valuation mechanics

Session IV - Strategic Planning I – Income Shifting and Freeze Structures – Rustin Diehl

Income shifting and freeze structures are sophisticated tax and estate planning strategies aimed at minimizing tax liabilities and preserving wealth for future generations. Income shifting transfers income-producing assets to lower-tax-bracket individuals or entities, optimizing tax efficiency. Freeze structures, such as profits interests freezes, grantors retained annuity trusts (GRATs), or installment sales to intentionally defective grantor trusts (IDGTs), lock in the current value of appreciating assets for estate tax purposes, allowing future appreciation to pass to beneficiaries with minimal tax impact. The profits interests freeze generally leverage partnership structures to allocate future profits to heirs while freezing the grantor’s economic interest, ensuring tax-efficient wealth transfer.

Key topics to be discussed:

  • Profits interests freeze: Drafting profits interests in partnerships to allocate future profits and appreciation to beneficiaries, freezing the grantor’s economic stake to minimize estate tax exposure while retaining control
  • Freeze structure tools: Utilizing GRATs, IDGTs, or preferred partnership structures to lock in current asset values for estate tax purposes while passing appreciation to heirs
  • Tax compliance: Ensuring adherence to IRS rules, such as gift tax exemptions, valuation requirements, and grantor trust regulations, to avoid audits or penalties
  • Wealth preservation: Balancing tax savings with asset protection and control to align with long-term estate planning goals

Session V - IRS Scrutiny, Audit Risk, and Defensive Planning – Allen N. Bradley

This session will provide a synopsis of the BBA Centralized Partnership Audit Regime, including a breakdown of the key stages of a BBA audit and how each phase can affect partnership operations. It will also cover strategies for drafting LLC operating agreements to anticipate and address potential audit issues. Additionally, the session will draw from lessons learned from the controversies involving conservation easement syndications, highlighting the increased IRS scrutiny and the resulting implications for attorneys representing partnerships throughout their lifecycle—from formation and compliance to audit and resolution.

Key topics to be discussed:

  • Review BBA centralized partnership audit regime
  • Describe stages of a BBA audit
  • Drafting the operating agreement of an LLC to anticipate a BBA audit
  • Lessons learned from syndication of conservation easements

Session VI - Asset Protection and Creditor Structuring – Jay D. Adkisson

LLC membership interests and creditors explores the judgment enforcement methods that creditors may employ against a debtor's LLC interest, including charging orders, and asset protection considerations to deal with those potential challenges.

Key topics to be discussed:

  • The operations, limitations and effects of charging orders
  • How creditors may circumvent charging order exclusivity
  • Planning and structuring considerations for holding LLC and partnership interests

Session VII - LLCs and Digital Assets/Crypto Holdings – Rustin Diehl

Limited Liability Companies (LLCs) are increasingly used to manage and protect digital assets, including cryptocurrencies and other blockchain-based holdings. LLCs provide liability protection, flexible tax treatment, and operational control, making them ideal for holding volatile and complex digital assets. They also facilitate estate planning and asset segregation, ensuring compliance with evolving regulatory frameworks while mitigating risks associated with hacking, fraud, or legal disputes.

Key topics to be discussed:

  • Liability protection: LLCs shield personal assets from risks tied to digital asset ownership, such as lawsuits or creditor claims
  • Tax flexibility: Electing pass-through taxation or corporate treatment to optimize tax outcomes for crypto transactions, including capital gains and staking income
  • Regulatory compliance: Structuring LLCs to align with securities, anti-money laundering (AML), and know-your-customer (KYC) regulations for digital assets
  • Estate planning: Using LLCs to manage private keys, wallets, and beneficiary designations, ensuring seamless transfer of digital assets upon death or incapacity

Date / Time: July 30, 2025

  • 12:00 pm – 4:30 pm Eastern
  • 11:00 am – 3:30 pm Central
  • 10:00 am – 2:30 pm Mountain
  • 9:00 am – 1:30 pm Pacific

Closed-captioning available

Speakers

Jay D. Adkinson | Adkisson Pitet LLP

Few professionals are as uniquely qualified as Jay D. Adkisson to lead a discussion on creditor structuring and asset protection through LLCs. His hands-on litigation experience, combined with his role in shaping national legislation and publishing authoritative works on charging orders and debtor-creditor law, make him the definitive voice on this complex topic. Adkisson’s rare blend of courtroom insight and statutory expertise enables him to address both theoretical structures and real-world risks in protecting LLC interests from creditor attacks.

Jay D. Adkisson is the Managing Partner of the Las Vegas office of Adkisson Pitet LLP and practices out of Newport Beach, California. He has twice testified before the U.S. Senate Finance Committee on abusive tax practices and is a contributing columnist at Forbes. He has authored several seminal works including The Charging Order Practice Guide (ABA) and Asset Protection: Concepts and Strategies (McGraw-Hill). His career includes service as a court-appointed receiver, an expert on fraudulent transfers, and adviser to the Uniform Law Commission on multiple legislative projects. Adkisson is also an Honorary Member of the California Association of Judgment Professionals, reflecting his national recognition as a leader in this highly specialized legal arena.

 

Robert S. Barnett | Capell Barnett Matalon & Schoenfeld LLP

Robert S. Barnett is an ideal speaker for foundational and practice-oriented discussions on LLCs in estate and tax planning. His expertise spans decades of advising on entity selection, intergenerational wealth transfers, and coordination between tax and legal advisors. With dual training in law and accounting, and active teaching roles, Barnett offers attendees both the technical depth and strategic insight necessary to master LLC structures and avoid common planning pitfalls.

Mr. Barnett earned his J.D. cum laude from Fordham University, where he served on the Fordham Law Review, and holds a B.S. in accounting from Hofstra University, magna cum laude. He also received an LL.M. in Taxation and the highest dean’s award in his class. He is a CPA and an adjunct professor in Hofstra’s graduate tax program. In addition to publishing extensive tax, estate, and business planning, he serves numerous professional and charitable boards. Mr. Barnett is admitted in New York, Virginia, and Washington, D.C., and is known for delivering innovative, client-centered planning strategies that align with current IRS regulations and estate planning goals.

 

Jeff Cunningham | Bradley Arant Boult Cummings LLP

Jeff Cunningham’s transactional depth and drafting acumen make him the perfect guide for a session focused on the nuances of LLC operating agreements. From ownership structuring to buy-sell planning and control provisions, Cunningham has helped shape agreements that balance tax efficiency, legal protection, and real-world functionality—skills essential for practitioners seeking to master §704(b) compliance and business continuity.

Cunningham serves as outside general counsel to closely held and high-growth companies, guiding them from formation through complex transactions and eventual exit. His client base spans diverse industries—manufacturing, services, tech, construction—and includes startups and multigenerational family businesses. He advises on business training, capital raising, equity design, commercial contracts, licensing, M&A, and succession planning. Jeff frequently presents structuring strategies for business lawyers and CPAs and is particularly known for translating complex legal issues into practical, business-ready solutions.

 

Rustin Diehl | Allegis Law

Rustin Diehl’s work sits at the intersection of innovation and tax-savvy estate planning, making him a standout speaker for topics like freezing structures and digital asset protection through LLCs. With a reputation for translating complex IRS rules into practical planning tools, and expertise in emerging fields like blockchain, Diehl offers modern, risk-aware strategies for tax-efficient wealth transfer and asset protection.

Diehl is a nationally respected speaker and educator on tax, business, and estate topics. He regularly presents to attorneys, accountants, and financial advisors and serves as an Adjunct Professor at Weber State University, where he teaches business law. His practice focuses on high-net-worth clients, closely held business owners, and investors who seek tax minimization and legal protection across generations. At Allegis Law, Rustin provides strategic counsel in transactions, compliance, and long-range planning, including digital asset structuring—to ensure clients can grow and preserve wealth securely.

 

Allen N. Bradley | Bradley Arant Boult Cummings LLP

Allen Bradley is a trusted advisor in corporate and partnership taxation with strengths in transaction structuring, executive compensation, and compliance planning. His work frequently involves high-level tax analysis and negotiation with federal authorities, making him especially attuned to the real-world risks and safeguards involved in LLC planning. His broad experience ensures a clear-eyed, detail-driven perspective on how tax law applies to modern entity structures.

Allen Bradley is a transactional tax attorney who assists clients with matters related to corporate and finance transactions, corporate and partnership tax, executive and other non-qualified compensation, and trusts and estates law. Allen also has significant experience with renewable energy tax matters and negotiating contracts for solar energy projects.

Agenda

Session I – Foundations of LLC Use in Tax and Estate Planning | 12:00pm – 12:30pm

  • How LLCs evolved post-Check-the-Box rules
  • Choice of entity: Disregarded, partnership, C corporation, S corporation
  • Comparison to FLPs (family limited partnerships)

Session II – Pitfalls and Practice Tips | 12:30pm – 1:00pm

  • Misalignments between operating agreements and gifting or trust structures
  • Use of valuation discounts or appraisals
  • Miscommunication gaps between legal and CPA teams in reporting

Break | 1:00pm – 1:10pm

Session III – LLC Operating Agreement Drafting: Legal and Tax Nuance | 1:10pm – 1:40pm

  • Avoiding §704(b) allocation pitfalls
    • Substantial economic effect (SEE)
    • Capital account maintenance
    • Default rule (in the absence of specified allocations)
    • Special allocations
    • Contributed property rules
  • Structuring manager vs. member control provisions
    • How to elect manager-management
    • Why to elect manager-management
    • Major decisions
  • Drafting buy-sell clauses and valuation mechanics
    • As a dispute resolution mechanism
    • Appraised value
    • Shotgun buy/sell
    • Limitations

Session IV – Strategic Planning I – Income Shifting and Freeze Structures | 1:40pm – 2:10pm

  • Profits interests freeze: Drafting profits interests in partnerships to allocate future profits and appreciation to beneficiaries, freezing the grantor’s economic stake to minimize estate tax exposure while retaining control
  • Freeze structure tools: Utilizing GRATs, IDGTs, or preferred partnership structures to lock in current asset values for estate tax purposes while passing appreciation to heirs
  • Tax compliance: Ensuring adherence to IRS rules, such as gift tax exemptions, valuation requirements, and grantor trust regulations, to avoid audits or penalties
  • Wealth preservation: Balancing tax savings with asset protection and control to align with long-term estate planning goals

Break | 2:10pm – 2:20pm

Session V – IRS Scrutiny, Audit Risk, and Defensive Planning | 2:20pm – 2:50pm

  • Review BBA centralized partnership audit regime
  • Describe stages of a BBA audit
  • Drafting the operating agreement of an LLC to anticipate a BBA audit
  • Lessons learned from syndication of conservation easements

Session VI – Asset Protection and Creditor Structuring | 2:50pm – 4:00pm

  • The operations, limitations and effects of charging orders
  • How creditors may circumvent charging order exclusivity

Break | 3:20pm – 3:30pm

  • Planning and structuring considerations for holding LLC and partnership interests

Session VII – LLCs and Digital Assets/Crypto Holdings | 4:00pm – 4:30pm

  • Liability protection: LLCs shield personal assets from risks tied to digital asset ownership, such as lawsuits or creditor claims
  • Tax flexibility: Electing pass-through taxation or corporate treatment to optimize tax outcomes for crypto transactions, including capital gains and staking income
  • Regulatory compliance: Structuring LLCs to align with securities, anti-money laundering (AML), and know-your-customer (KYC) regulations for digital assets
  • Estate planning: Using LLCs to manage private keys, wallets, and beneficiary designations, ensuring seamless transfer of digital assets upon death or incapacity

Credits

Alaska

Approved for CLE Credits
4 General

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

Pending CLE Approval
4 General

Arkansas

Approved for CLE Credits
4 General

Arizona

Approved for CLE Credits
4 General

California

Approved for CLE Credits
4 General

Colorado

Pending CLE Approval
4 General

Connecticut

Approved for CLE Credits
4 General

District of Columbia

No MCLE Required
4 CLE Hour(s)

Delaware

Pending CLE Approval
4 General

Florida

Approved via Attorney Submission
5 General Hours

Receive CLE credit in Florida via attorney submission.
Georgia

Pending CLE Approval
4 General

Hawaii

Approved for CLE Credits
4.8 General

Iowa

Pending CLE Approval
4 General

Idaho

Pending CLE Approval
4 General

Illinois

Pending CLE Approval
4 General

Indiana

Pending CLE Approval
4 General

Kansas

Pending CLE Approval
4 Substantive

Kentucky

Pending CLE Approval
4 General

Louisiana

Pending CLE Approval
4 General

Massachusetts

No MCLE Required
4 CLE Hour(s)

Maryland

No MCLE Required
4 CLE Hour(s)

Maine

Pending CLE Approval
4 General

Michigan

No MCLE Required
4 CLE Hour(s)

Minnesota

Pending CLE Approval
4 General

Missouri

Approved for CLE Credits
4.8 General

Mississippi

Pending CLE Approval
4 General

Montana

Pending CLE Approval
4 General

North Carolina

Pending CLE Approval
4 General

North Dakota

Approved for CLE Credits
4 General

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

Pending CLE Approval
4 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
240 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
4.8 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 CLE Credits
4 General

Nevada

Pending CLE Approval
4 General

New York

Approved for CLE Credits
4.8 General

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

Pending CLE Approval
4 General

Oklahoma

Pending CLE Approval
5 General

Oregon

Pending CLE Approval
4 General

Pennsylvania

Approved for CLE Credits
4 General

Rhode Island

Pending CLE Approval
5 General

South Carolina

Pending CLE Approval
4 General

South Dakota

No MCLE Required
4 CLE Hour(s)

Tennessee

Pending CLE Approval
4 General

Texas

Approved for CLE Credits
4 General

Utah

Pending CLE Approval
4 General

Virginia

Not Eligible
4 General Hours

Vermont

Approved for CLE Credits
4 General

Washington

Approved via Attorney Submission
4 Law & Legal Hours

Receive CLE credit in Washington via attorney submission.
Wisconsin

Pending CLE Approval
4.8 General

West Virginia

Pending CLE Approval
4.8 General

Wyoming

Pending CLE Approval
4 General

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