Family Owned and Operated

In the era of sweeping tax reform, family businesses, particularly agricultural business, face many environmental and governmental risks. Outlined below are strategies to ensure family business survival in the face of these threats.

Man on tractor in open field
John M. Goralka

John M. Goralka and David W. Holaday

December 19, 2022 12:00 AM

The family business, in the best of times, faces unique challenges, particularly with business succession and estate planning. Moreover, the family business is often not merely a business but a lifestyle. The hard work, long hours and heightened risk can be common challenges. The business owner’s very identity is more likely to be tied to the success, or failure, of the family business.

This is particularly evident for agricultural or farm businesses. The family farm is connected to the land, which is critical to success. In California, where our firm is based, the news is replete with stories of fires and critical water shortages as our megadrought continues.

In addition to such forces of nature, family farms and other family businesses face another threat: An increasingly inhospitable tax environment. First, let’s examine some of the changes in the wind.

This examination is timely since President Biden signed the Inflation Reduction Act of 2022 into law on August 16, 2022.

Here are the main provisions:

  • Creation of a 15% corporate minimum tax rate: Corporations with $1 billion or more in income will have a new tax rate of 15%, but taxes on individuals and households will not change.
  • Prescription drug price reform: Medicare will now be able to negotiate the price of certain prescription drugs, which should lower the price beneficiaries will pay for their medications. Medicare recipients will have a $2,000 cap on annual out-of-pocket prescription drug costs starting in 2025.
  • IRS tax enforcement: The bill invests $80 billion in the IRS to be used to hire more staff and invest in technology over the next 10 years.
  • Affordable Care Act (ACA) subsidy extension: Currently, medical insurance premiums under the ACA are subsidized by the federal government to lower premiums. These subsidies were scheduled to expire at the end of 2022 but will now be extended through 2025.

Energy security and climate change investments: The bill includes numerous investments in climate protection, including tax credits for households to offset energy costs, investments in clean energy production and tax credits aimed at reducing carbon emissions.

These new laws will probably not adversely affect most small business and farm owners. This is welcome news since there continues to be a plethora of other obstacles to circumnavigate.

What Are Some Planning Alternatives for Family Business Owners?

What can you, as a business owner, do to deal with all these changes? Plan, plan, plan. The proposed changes underscore the need for careful planning with all members of your team. Your attorney, tax professional and financial adviser each have a different perspective and different contribution to your long-term survival and success. Here are some ideas to consider.

1. Think Long-Range When Contemplating a Sale of Your Business

Planning for the sale of a business should happen well before the desired sale date. First, planning is needed to position the company to receive the highest possible value at sale. A team should be established to review how a buyer would value that business, and then the current operations should be adjusted to enhance that value.

2. Income Tax Planning

Some family businesses will be affected more than others with these income tax changes, including the potential loss of the step up in basis, coupled with the changes to property tax (and for those in California, the virtual loss of the parent-child exclusion for property tax). These changes may have a greater effect on the farming and agricultural (AG) businesses.

AG businesses are dependent on land ownership and are often designed for multiple generations. We already lost many retirement planning opportunities with the Secure Act, which took away the ability to stretch and defer tax on retirement benefits for multiple generations. Many of the proposed tax changes are triggered if income of a stated amount is reported, such as $450,000 for high-income taxpayers or $1 million for higher capital gains tax. The elimination of stretch IRAs will make it more likely for the business owner to be subject to those higher taxes, causing a cascading effect. In addition, a proposal under the Biden administration would restrict the ability to exchange real property on a tax-free basis under IRC Section 1031 for amounts over $500,000. These restrictions could be problematic for the family business owner, particularly AG businesses, tied to the land.

But there are ways to help blunt those tax effects. Certain tax-advantaged devices or tools, many that we have used for years, will become more effective with higher tax rates and changes. Many of these tools will be used differently or in combination with other techniques. These tools are often broken into charitable and non-charitable techniques:

  • Traditional charitable tools include charitable lead annuity trusts (CLATs), charitable remainder trusts (CRTs) and pooled income funds (PIF).
  • Traditional non-charitable tools would include intrafamily installment sales, Qualified Personal Residence Trusts (QPRT), Grantor Retained Annuity Trusts (GRAT) and NING trusts (which stands for Nevada Incomplete-gift Non-Grantor trusts).

3. Lesser-Known Tax Strategies to Consider

  • Enhanced Installment Sale
  • For AG or farm businesses, an enhanced installment sale permits the client to defer capital gains for 30 years. This approach can provide approximately 93.5% of the sale price in cash to the seller without the need to invest in like-kind property. This strategy, while effective for AG and farm businesses, is generally not appropriate at this time for other types of businesses.
  • Two-Year Related-Party Installment Sale
  • This strategy allows a seller to sell all or a portion of the business to a “related-party” trust for the benefit of the kids and/or grandkids. If the trust holds the property for at least two years and one day prior to the sale to a third-party buyer, the trust can employ the installment sale method and defer the capital gains taxes for up to 30 years.
  • Basis Shifting
  • The partnership basis allocation rules in the Internal Revenue Code provide a unique opportunity to avoid capital gains of the sale of an appreciated asset. This solution may be appropriate for the sale of an appreciated asset with a low-income tax basis purchased by or contributed to a Limited Liability Company or a partnership more than seven years ago. This method is for assets being sold that have been held by the partnership for at least seven years. This strategy is effective without regard to whether the business was inherited. The key is to distribute a high-basis asset to the partners prior to the sale coupled with an election under IRC Section 754 seeking adjustment under IRC Section 734(b). The high-basis asset may even be acquired. With that election, the high basis of the asset distributed is allocated between the asset distributed and the low-basis asset to be sold. Essentially 50% of the gain otherwise taxed can be insulated from tax.
  • A Custom-Defined Benefit Plan
  • A defined benefit plan can be custom designed and built. People all too often think that all plans or techniques with a common name will provide the same benefit. Depending on the circumstances, a specialist may be able to design a plan with large deductible contributions that far exceed typical retirement plan contribution limitations. This may offer a tremendous way to accumulate wealth.
  • (Free) No-Cost Life Insurance
  • A client with a net worth in excess of $10 million may have the ability to obtain millions of dollars in life insurance with no out-of-pocket cost. The cost of the insurance is entirely paid by the issuance of investment-grade bonds. The client posts collateral but would have no out-of-pocket cost whatsoever. The insurance would build a cash value over time. That cash value can provide substantial after-tax (tax-free) streams of income in later years as well as provide future benefits to the family in addition to the death benefit. This can be used for estate planning or business succession purposes.
  • Qualified Opportunity Zone
  • Qualified Opportunity Zone investments (“QOZ”) can be used to avoid or even eliminate capital gains tax. Many believe that QOZ investments must be tied to a professional manager, which results in losing control over your funds and investments. We successfully created LLCs for QOZ funds to be managed by our clients so they retain complete control over all investments and funds. For these clients, they maintain complete control and their funds, and investments are not mixed with the investments for other persons.
  • Qualified Small Business Stock
  • IRC Section 1202 provides that certain C Corporations can take advantage of the Qualified Small Business Stock exemption from federal capital gains up to $10 million or 10 times the aggregate basis. Many advisers are unaware of this benefit and fail to determine if the shares qualify or consider that in the sale negotiations.
  • Charitable Lead Annuity Trust (CLAT)
  • In the charitable arena, a Charitable Lead Annuity Trust (CLAT) can be designed to generate a charitable income tax deduction equal to 100% of the contribution. The CLAT makes annual distributions to charity for a defined term, typically around 20 years. At the end of the term, the assets in the trust are returned to the client or passed to the client’s family. The client chooses which charity or charities receive the annual distributions, and the client can maintain control over the assets during the term. The client can retain control over the investment throughout the entire trust term.
  • Pooled Income Fund

A pooled income fund is another often overlooked charitable tool that can provide the appropriate client a greater income tax deduction than a charitable remainder trust. The client retains all income for life (or, on a multi-generational approach, the client, their spouse and their kids). The client would be able to retain control of the investments throughout the pooled income period.

What All This Means for the Next Generation of Family Business Owners

There are many challenges to the success and even continued viability of the family business in the years to come.

First, a recognition that for many, the family business is a lifestyle. While the loss of the step up in basis or a higher capital gains tax rate would be a significant challenge, there are many more challenges with equal or perhaps greater impact. The real issue is the synergistic effect of all of these coming together. This is happening now when the greatest transfer of wealth between generations is in its infancy. Baby boomers are expected to transfer $30 trillion of wealth to younger generations in the next few years.

All of this underscores the need for flexibility in your income, tax planning and family estate plan. Financial planning for business owners will become increasingly complex. This type of planning should be team-based and multidisciplinary, including the lawyer, tax professional, accounting professional and financial adviser, as each brings an important yet different perspective. Above all, the focus should be on the client’s overall business succession planning and not simply on lower taxes.

Even though the tax environment seems to be constantly changing and challenging, there are still many opportunities available. Taking advantage of these opportunities requires more initiative for clients to seek competent counsel and to get out in front of their transaction deadlines.

To read this editorial piece in its entirety and for more on the writers, click here.

John M. Goralka is the founder of The Goralka Law Firm. He assists business owners, real estate owners and successful families to achieve their enlightened dreams by better protecting their assets, minimizing income and estate tax and resolving messes and transitions to preserve, protect and enhance their legacy. John is one of few California attorneys certified as a Specialist by the State Bar of California Board of Legal Specialization in both Taxation and Estate Planning, Trust and Probate.

David W. Holaday, ChFC®, CAP®, has over 30 years of experience as a financial consultant. He is the founder and managing member of Wealth Design Consultants LLC (, which offers case design, analysis and presentation services to organizations and individuals that serve high-net-worth clients. Clients of the firm include lawyers, financial advisers, family offices and charities. More recently he founded Farm Exit Solutions LLC to help sellers of agricultural properties reduce tax and gain more liquidity on sales of qualifying assets. He has a national reputation for developing unique and comprehensive solutions for complex family situations and often collaborates with the client’s existing tax, legal, insurance and investment advisers.

Headline Image: iStock/ Dusan Stankovic

Related Articles

Navigating the Process of Creating a Will

by Best Lawyers

The importance of creating a will cannot be overstated, as it serves as a vital legal document that outlines your wishes. Here's how to create a will.

Older couple reviewing document with young woman

Where There’s No Will . . .

by Anthony J. Enea

. . . there’s no way for you to ensure your assets get distributed the way you would prefer. A guide to the consequences of exiting the stage without a last will and testament in New York.

Money symbol fading to dust

Ghosts of Christmas Past

by Steven M. Visioli

’Tis the season . . . for a vacation without the kids. A recommendation against sharing co-parenting holidays with your ex.

Family walking on the beach at sunset

Confronting the Inevitable

by Theresa Jo Gaffney

It’s never easy to contemplate one’s mortality. Yet end-of-life planning is essential at any age, as I learned all too well when my husband contracted COVID-19 several months into the pandemic. The peace of mind such forethought brings is essential should the worst come to pass.

Unseen figures holding hands

Divorce in a Downturn

by Jennifer Brandt

Couples who choose to end their marriage during a recession must confront a host of difficult economic questions in addition to all the financial and emotional demands inherent in any divorce.

Piggy bank broken into different sections

Making a List, Checking It Twice

by Lindsay Heller

Being a separated parent with kids can add stress to the holidays. These five tips can help you navigate the season, maintain your sanity—and ensure that the focus remains on the children’s happiness.

Couple drinking glasses of wine

Split Decisions

by Jonathan Merel

Divorce is inevitably fraught with a torrent of emotions on both sides. Don’t let this occlude your ability to plan rationally and dispassionately to ensure as smooth a process as possible. Here are five common pitfalls to avoid.

Two people standing on either side of a heart made out of curving roads


Dedicated Advisors and Advocates

by John Fields

Best Lawyers recipient Joseph F. Brophy continually instills confidence in his clients, representing a wide range of individuals and businesses in Austin.

Man in suit posing for lawyer headshot


Battle-Tested Dedication for Truck Wreck Victims

by The Law Offices of Frank L. Branson

Courtroom legend Frank L. Branson and his team give a voice to the voiceless, representing victims of catastrophic trucking and motor vehicle accidents.

Man in suit stands with hands on chair

"Lawyer of the Year"

Woman in suit posing for headshot photo

Kenya S. Woodruff

Health Care Law

Dallas/Fort Worth, TX


Announcing 15th Edition of The Best Lawyers in Switzerland™

by Best Lawyers

Best Lawyers is proud to share the 15th edition of The Best Lawyers in Switzerland™, featuring an elite list of rankings that showcases Swiss legal excellence.

Swiss flag in front of the country's outline

Announcing the 16th Edition of the Best Lawyers in Germany Rankings

by Best Lawyers

Best Lawyers announces the 16th edition of The Best Lawyers in Germany™, featuring a unique set of rankings that highlights Germany's top legal talent.

German flag in front of country's outline

Announcing the 15th Edition of The Best Lawyers in Austria™ Rankings

by Best Lawyers

Best Lawyers announces the 15th edition of The Best Lawyers in Austria™, featuring an elite list of rankings that showcases the nation's top legal talent.

Austrian flag sitting in front of country's outline


From Allegations to Action: Navigating Legal Options for Sexual Abuse Survivors

by Wagners Law Firm

All too often, instances of sexual abuse occur within an institutional environment. Read more to find out what to do in cases of sexual and institutional abuse.

Animated woman sits with her eyes closed

Woman on a Mission

by Rebecca Blackwell

Baker Botts partner and intellectual property chair Christa Brown-Sanford discusses how she juggles work, personal life, being a mentor and leadership duties.

Woman in green dress crossing her arms and posing for headshot

Best Lawyers Celebrates Women in the Law: Ninth Edition

by Alliccia Odeyemi

Released in both print and digital form, Best Lawyers Ninth Edition of Women in the Law features stories of inspiring leadership and timely legal issues.

Lawyer in green dress stands with hands on table and cityscape in background

Trending Articles

Presenting The Best Lawyers in Australia™ 2025

by Best Lawyers

Best Lawyers is proud to present The Best Lawyers in Australia for 2025, marking the 17th consecutive year of Best Lawyers awards in Australia.

Australia flag over outline of country

How To Find A Pro Bono Lawyer

by Best Lawyers

Best Lawyers dives into the vital role pro bono lawyers play in ensuring access to justice for all and the transformative impact they have on communities.

Hands joined around a table with phone, paper, pen and glasses

How Palworld Is Testing the Limits of Nintendo’s Legal Power

by Gregory Sirico

Many are calling the new game Palworld “Pokémon GO with guns,” noting the games striking similarities. Experts speculate how Nintendo could take legal action.

Animated figures with guns stand on top of creatures

Announcing The Best Lawyers in New Zealand™ 2025 Awards

by Best Lawyers

Best Lawyers is announcing the 16th edition of The Best Lawyers in New Zealand for 2025, including individual Best Lawyers and "Lawyer of the Year" awards.

New Zealand flag over image of country outline

Announcing The Best Lawyers in Japan™ 2025

by Best Lawyers

For a milestone 15th edition, Best Lawyers is proud to announce The Best Lawyers in Japan.

Japan flag over outline of country

The Best Lawyers in Singapore™ 2025 Edition

by Best Lawyers

For 2025, Best Lawyers presents the most esteemed awards for lawyers and law firms in Singapore.

Singapore flag over outline of country

Announcing the 16th Edition of the Best Lawyers in Germany Rankings

by Best Lawyers

Best Lawyers announces the 16th edition of The Best Lawyers in Germany™, featuring a unique set of rankings that highlights Germany's top legal talent.

German flag in front of country's outline

How Much Is a Lawyer Consultation Fee?

by Best Lawyers

Best Lawyers breaks down the key differences between consultation and retainer fees when hiring an attorney, a crucial first step in the legal process.

Client consulting with lawyer wearing a suit

Presenting the 2024 Best Lawyers Employment and Workers’ Compensation Legal Guide

by Best Lawyers

The 2024 Best Lawyers Employment and Workers' Compensation Legal Guide provides exclusive access to all Best Lawyers awards in related practice areas. Read below and explore the legal guide.

Illustration of several men and women in shades of orange and teal

Things to Do Before a Car Accident Happens to You

by Ellie Shaffer

In a car accident, certain things are beyond the point of no return, while some are well within an individual's control. Here's how to stay legally prepared.

Car dashcam recording street ahead

Combating Nuclear Verdicts: Empirically Supported Strategies to Deflate the Effects of Anchoring Bias

by Sloan L. Abernathy

Sometimes a verdict can be the difference between amicability and nuclear level developments. But what is anchoring bias and how can strategy combat this?

Lawyer speaking in courtroom with crowd and judge in the foreground

Attacked From All Sides: What Is Happening in the World of Restrictive Covenants?

by Christine Bestor Townsend

One employment lawyer explains how companies can navigate challenges of federal and state governmental scrutiny on restrictive covenant agreements.

Illustration of two men pulling on string with blue door between them

The Push and Pitfalls of New York’s Attempt to Expand Wrongful Death Recovery

by Elizabeth M. Midgley and V. Christopher Potenza

The New York State Legislature recently went about updating certain wrongful death provisions and how they can be carried out in the future. Here's the latest.

Red tape blocking off a section of street

6 Ways a Lawyer Can Help You With Your Medical Malpractice Claim

by Adam Malone

If you believe you have a medical malpractice claim, contact an experienced medical malpractice lawyer. Read on to learn how they can help with your claim.

Doctor in white lab coat showing x-ray to patient in blue scrubs

Georgia Proposes Law Requiring Parental Consent for Minors on Social Media

by Gregory Sirico

With data collection on the rise, Georgia lawmakers are currently petitioning for Senate Bill 351, which would require a user's age before social media use.

Teenager with hood on using phone as notifications pop up

Colorado Attorney General Calls For Cannabis Reclassification

by Gregory Sirico

In this article, Best Lawyers highlights a recent call to action by the Colorado state attorney general, requesting a full drug reclassification of cannabis.

Cannabis buds sitting on a checkerboard tabletop