Selling S Corp Stock | UpCounsel 2024 (2024)

Selling S Corp stock can be a very involved process and may require you to pay capital gains tax after your stocks have been sold. 3 min read updated on January 01, 2024

Updated July 15, 2020:

Selling S Corp stock can be a very involved process and may require you to pay capital gains tax after your stocks have been sold.

Selling Stock vs. Selling Assets

When establishing their company, many business owners choose to form a corporation covered by the Internal Revenue Code Subchapter S. This may make the company eligible for an election.

Forming a business in this manner provides corporate-level asset protection and also allows the business to be taxed as a pass-through entity. Despite this benefit of being a pass-through entity, there are considerations related to taxes when selling an S Corporation. For instance, in terms of taxes, you must be careful about how you are structuring the sale of your S Corporation.

Essentially, to sell your S Corp, you have two options:

  1. Sell your S Corp stock.
  2. Sell your corporate assets while retaining the corporate structure.

Selling stock is the easiest method of structuring anS Corp sale. If you choose this solution, you will deduct the money received by the owner of the business from selling the stock from the S corporation share tax basis.

While it can be difficult to calculate a tax basis in an S Corporation, the basis of the business owner will typically be calculated based on how much capital the owner contributed to the company. You may need to make adjustments for:

  • S Corporation revenue that has been generated
  • The distributed profits the owner withdrew from the company

When the amount of money earned from the sale of stock is more than the owner's tax basis, the owner will need to pay capital gains tax for the sale.

There are multiple steps required when choosing an asset sale instead of a stocksale. For example, every asset that is being sold will need to be assigned a tax basis by the business owner. After this, the purchase price will need to be allocated. Depending on the assets sold, the beneficial capital gains tax may not apply to gains from the sale. If an asset does not have a taxbasis, then gains from the sale will be subject to income tax rates instead of the capital gains tax. Also, if you are selling equipment that has depreciated in value, you may need to pay recapture-rates that may be higher than normal. This can result in the business owner paying higher taxes than they might otherwise.

To reduce the tax burden, it is usually preferable to sell an S Corp by selling stock instead of assets. However, people buying an S Corp may prefer an asset sale, as this type of sale can provide advantageous deductions for appreciation and may allow for a basis reset.

In certain situations, a tax provision can allow parties involved in the sale of a company to treat a stock sale the same as an asset sale. However, this usually requires advice from experts, as it can be very complicated.

The sale of an S Corporation can be the final step in the successful development of a business. However, when selling your corporation, it's important to make sure the taxes are handled correctly so that you can maximize your profit after taxes.

Capital Gains Taxes on the Sale of an S Corporation

The income earned by an S Corp is passed through, which means shareholders of the company will report this income in their personal tax returns. Similarly, when an S Corp is sold, the proceeds of the sale are passed through. The difference is that sale proceeds are not reported as ordinary income but as capitalgains. This is according to the rules of the Internal Revenue Service.

The stock basis will determine an S Corporation's capital gains tax.

According to the IRS, a stock basis is your total capital investment in the corporation. Generally, this is how much you paid for:

  • Services or property
  • Debt
  • Cash

How undrawn profits are distributed can change your stock basis. For example, if your S Corporation undrawn profits are $50,000 in a single year, your stock basis will increase by the same amount. This increase is considered tax-free because you should have already reported and paid for these taxes on your return. This is true whether or not you have been given the money.

If you need help selling S Corp stock, you can postyour legal needs on UpCounsel's marketplace. UpCounsel accepts only the top 5 percent of lawyers to its site. Lawyers on UpCounsel come from law schools such as Harvard Law and Yale Law and average 14 years of legal experience, including work with or on behalf of companies like Google, Menlo Ventures, and Airbnb.

Selling S Corp Stock | UpCounsel 2024 (2024)

FAQs

What happens when I sell my S Corp stock? ›

Buying or Selling S-Corporation Stock

In a stock transaction for an S-corporation, the buyer acquires the ownership share of the company from the seller(s) and becomes the legal owner of the entity. The entity continues to operate as it has but under new ownership.

What is the best way to sell an S Corp? ›

A similar sales process for an S corp is in place in all states.
  1. Prepare a contract for sale between you as an officer or agent for the S corp and the buyer. ...
  2. Sign the contract for sale. ...
  3. Receive the funds from the buyer, as agreed to within the terms of the contract for sale.
  4. Prepare a stock transfer agreement.

How do you record a sale of S Corp stock? ›

Record the S corporation stock sale and revise the stock ledger to reflect the new ownership. Distribute Schedule K-1s to new and former shareholders to report share of income. [1] Finalize the sale with a Schedule D (1040) tax form to report any stock gains or losses.

What is the 5 year rule for S Corp? ›

Once a valid S corporation election is terminated or revoked, the corporation or any successor corporation is generally prohibited from making a new election for five years. The five-year period begins with the tax year after the first tax year for which a termination or revocation is effective (IRC § 1362(g)).

What is the net investment income tax on the sale of S corp stock? ›

Many of our clients are concerned with how the sale of stock in an S corporation will affect their net investment income (“NII”). This is extremely important given the new 3.8% NII tax enacted through the Patient Protection and Affordable Care Act (“ACA”).

Can S corp stock be sold? ›

The shareholder disposes of their stock.

As with any asset, including S corporation stock, when the asset is sold or disposed of, basis needs to be established in order to reflect the proper gain or loss on the disposition.

How does selling an S Corp affect taxes? ›

The capital gains tax rate varies based on how long you've owned the S Corp. If you've owned the business for more than one year, the sale will be considered a long-term capital gain, and the tax rate will be either 0%, 15%, or 20%, depending on your income level.

Does sale of S Corp stock qualify for installment sale? ›

The installment method of reporting is generally very advantageous for taxpayers selling eligible property2 w ith deferred payment terms. S corporation stock is eligible property in most cases, and it is common to use deferred payment terms in sales of such stock.

How much money makes an S Corp worth it? ›

Examples of S Corp tax savings

Likewise, the more profit your business earns, the more you'll save. You need to earn at least $40,000 in profit for an S Corp to make sense, though. Otherwise, the costs of forming and running it exceeds the benefits of an S Corp.

What is the basis for sale of S corporation stock? ›

Your shareholder basis is your company's earnings and deposits minus withdrawals. Think of your stock basis like a bank account. You can't take out more money than you have — the stock basis must always remain above $0. Typically, your initial stock basis is what you paid in cash for shares in the S corporation.

How to transfer S corp stock to a family member? ›

How To Transfer S Corp Stock To Someone Else
  1. Talk to the other person to see if they have a brokerage account. ...
  2. You need to get the Account Details from the recipient. ...
  3. You must authorize the transfer. ...
  4. Finally, you will need to wait for the transfer to be completed.
Dec 14, 2023

How much can an S corp owner take in distributions? ›

The 60/40 rule is a simple approach that helps S corporation owners determine a reasonable salary for themselves. Using this formula, they divide their business income into two parts, with 60% designated as salary and 40% paid as shareholder distributions.

What is the 2% rule for S Corp? ›

A 2% shareholder is any person who owns, directly or indirectly, on any day during the taxable year, more than 2% of the outstanding stock or stock possessing more than 2% of the total combined voting power of the corporation.

What is the 50 50 rule for S Corp? ›

Another common rule, dubbed the S Corp Salary 50/50 Rule is even simpler, with 50% of the business income paid in salary and 50% in profit distribution. However, the salary you end up with using these kinds of rules is arbitrary and may not pass muster with the IRS.

Can I leave money in my S Corp at the end of the year? ›

At the end of each year, all S corporation profits are allocated to the corporation's shareholders. Even if you and your fellow shareholders choose to leave some or all of the profits in the corporation, taking nothing as distributions or salaries, you will still be required to pay tax on those profits.

How does selling an S corp affect taxes? ›

The capital gains tax rate varies based on how long you've owned the S Corp. If you've owned the business for more than one year, the sale will be considered a long-term capital gain, and the tax rate will be either 0%, 15%, or 20%, depending on your income level.

Is S corp stock redemption taxable? ›

Tax consequence of a sale or exchange under Sec. 302: If a redemption qualifies as a sale or exchange under Sec. 302, the amount of the redemption proceeds in excess of the shareholder's basis in the redeemed stock will be taxed as a capital gain.

Do S corp assets get a step up in basis? ›

It is typically calculated for tax purposes, like calculating depreciation, amortization and other property dispositions. In some instances, the fair market value at the time of death may be less than the decedent's tax basis. Stock in S-Corporations get a step-up in basis when inherited.

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