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Home > Resources > ESOP > Introducing The ESOP Tax Advantage Calculator™

Introducing The ESOP Tax Advantage Calculator™

September 14, 2023 by Kevin Long

Are you curious about all the tax advantages of Employee Stock Ownership Plans (ESOPs), but unsure how they apply to your unique situation? That’s exactly why we developed the ESOP Tax Advantage Calculator™—a powerful tool that demystifies ESOP tax benefits based on your specific inputs.

In just five minutes, you can gain invaluable insights into the potential tax savings and financial benefits for your company—or your client’s company. No obligation. Just clear, useful guidance. Listen to our podcast to learn more.

Tax Benefits of ESOPs

ESOPs offer substantial tax advantages for both business owners and their companies. There are some special tax benefits that apply to C corporations and some for S corporations. No matter the tax status of your company, you must understand your options. In some cases, you may be able to use all of these alternatives. Since these income tax provisions can seem complex, we have boiled them down to three fundamental categories.

1. You Can Deduct 100% of ESOP Transaction Financing

Normally, only the interest expense on a loan may be deducted. However, when an ESOP loan is used to purchase company stock, the company can deduct both the principal and interest on the loan, saving the company approximately 35% of the actual cost of the transaction. This is the only type of loan in the tax code where the loan principal is deductible.

Why it matters: As a result, the company can more easily afford the transaction and the ESOP transaction is less of a burden. It also encourages lenders to make loans to ESOPs for this very reason – the ESOP company is a much stronger borrower. Banks really love ESOP loans.

2. Sellers Can Defer the Capital Gains on the Proceeds of Their Stock Sale to the ESOP

If a C corporation shareholder sells stock to an ESOP, they can file an election with their tax return under IRC section 1042 to defer the tax if they reinvest the sales proceeds in other stocks and bonds of U.S. corporations. This is commonly called a “1042 Rollover Transaction.” The reinvested stocks and bonds are referred to as Qualified Replacement Property (QRP). There are certain other requirements to qualify for the tax deferral election.

In short, the most significant requirements are that the reinvestment must occur within 12 months of the transaction, the ESOP must be or become a 30% shareholder of the company, and family members of the selling shareholder cannot receive any of those shares in the ESOP.

Why it matters: Business owners gain access to the value of their company, gradually or all at once without penalty. Their personal financial planning is magnified to permit them to meet their financial goals, whether it be family estate planning, investment diversification, or charitable giving.

3. ESOP Transaction Financing Can Be Repaid with Actual Tax Dollars

This is accomplished by applying the dollars that an S corporation would otherwise pay to its shareholders to pay their taxes on their personal tax returns to repay the loan. If an ESOP owns shares of the S corporation, it receives a share of the cash distributions made to all shareholders. However, since the ESOP is tax exempt it can use this cash for other purposes, such as paying off the loan, paying expenses and fees related to the transaction, and even ESOP benefits paid to employees when the leave the company. This benefit is in addition to the first tax benefit of paying off the loan with tax deductible principal on the ESOP loan.

Why it matters: This tax benefit when combined with the deduction of the principal can add up to almost 60% of some transactions. It’s is a direct subsidy for an ESOP with tax dollars, essentially “free cash flow” from Uncle Sam.

Calculating the Tax Benefits

If you are a company owner or advisor looking to explore the tax advantages of an ESOP, our ESOP Tax Advantage Calculator™ demonstrates all three of these tax advantages. It is a fast, tailored snapshot of potential savings for you and your company. It turns complex income tax benefits into clear, actionable insights.

Whether you’re comparing a tax-deferred sale under Section 1042 or evaluating the benefits of an S corporation ESOP, the calculator helps clarify the advantages in just minutes. Watch the demo video below to see how it works.

Watch the demo video below.

A Simple Way to Model ESOP Scenarios

Since ESOP tax calculations can be complex, our calculator takes small number key inputs to model your tax outcomes. Whether you’re a CFO assessing a buyout, a shareholder wondering what’s in an ESOP for you, or an advisor helping clients understand their options, you’ll get fast clarity and the ability to test multiple scenarios.

Try the ESOP Tax Advantage Calculator™

Try It Now

The ESOP Tax Advantage Calculator™ is an excellent first step in identifying whether an ESOP might help you or your company and whether to investigate an ESOP further. While this tool is not a substitute for a full feasibility study, we can help you with that. We are the developers of the most comprehensive ESOP Transaction Model in the ESOP field. We analyze all of the intricacies of any form of ESOP transaction with our proprietary model. Think of it as a compass—pointing you toward the most impactful financial and tax factors for your situation.

If you have questions or want a deeper analysis, the ESOP attorneys at Employee Benefits Law Group are here to help. Let’s start a conversation.

Filed Under: ESOP

About Kevin Long

Kevin has personally worked on every one of our 400 ESOP cases. Designing new ESOPs or assuring sustainability for existing ESOPs, he guides companies to achieve goals with their benefit plans in a tax-advantaged manner while incentivizing their employees to greater productivity.
Learn More About Kevin

EDITOR’S NOTE: We did the best we could to make sure the information and advice in this article were current as of the date of posting to the web site. Because the laws and the government’s rules are changing all the time, you should check with us if you are unsure whether this material is still current. Of course, none of our articles are meant to serve as specific legal advice to you. If you would like that, please call us at (916) 357-5660.

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