
- The stock must be issued by U.S. corporations and can be either a common or preferred stock. ...
- The corporation's aggregate capital must not have exceeded $1 million when the stock was issued and the corporation cannot derive more than 50% of its income from passive investments.
What are the requirements for section 1244 stock?
The stock must have been acquired after June 30, 1958, and only common stock may qualify as section 1244 stock if issued before July 18, 1984. Securities of the corporation convertible into common stock, nor common stock convertible into other securities are not treated as common stock for these purposes.
Does your business qualify for SEC 1244 loss treatment?
Many small corporations will qualify for Sec. 1244 treatment because of the nature and size of their business. Practitioners should also be alert for sales of stock that may qualify for Sec. 1244 loss treatment. This is particularly true for sales of closely held or other nonpublicly traded stock.
What happens to 1244 stock when a shareholder dies?
Generally, transfers of 1244 stock by the shareholder (death, gift, sale or exchange) end the eligibility for 1244 status. Losses on section 1244 stock cannot be claimed as ordinary losses by shareholders in S corporations which sell that type of stock.
What is the gross receipts test for 1244 stock?
For stock to be considered Sec. 1244 stock in the year the shareholder realizes the loss, the corporation must meet a gross receipts test (Sec. 1244 (c) (1) (C)).

How do I know if a stock is 1244?
The determination of whether stock qualifies as Section 1244 stock is made at the time of issuance. Section 1244 stock is common or preferred stock issued for money or other property by a domestic “small business corporation” (which can be a C or S corporation) that meets a gross receipts test.
What is required in order to qualify as a Section 1244 stock the?
§ 1244. A small business corporation is defined by 26 U.S.C. § 1244(c)(3), which requires that the aggregate of money and other property received by the corporation for stock does not exceed $1,000,000.
What requirements must be met for stock to be considered Sec 1244 stock quizlet?
One of the requirements which must be met for stock to be considered Section 1244 stock is that the corporation cannot have more than $10 million of total capital and paid in surplus as of the stock issuance.
What qualifies as qualified small business stock?
QSBS rules for eligibility Those requirements are as follows: The company must be incorporated as a U.S. C-corporation. The company must have had gross assets of $50 million or less at all times before and immediately after the equity was issued. The company must not be on the list of excluded business types.
What is a 1244 stock?
What Is Section 1244 Stock? A section 1244 stock is a stock market loss that allows you to claim losses from the sales of shares in small companies as regular losses rather than capital losses. Individuals can claim losses of up to $50,000, and couples may claim up to $100,000. (In contrast, capital losses are subject to an annual deduction limit ...
How Does Section 1244 Stock Affect You?
You may think there is never an upside to investing in a start-up that suddenly falls apart, but there is. The U.S. government provides a loophole that benefits angel investors brave enough to take these risky investments. You just need to know how to recover some of your losses and cut down your tax bill.
What line do you claim 1244 losses on?
You claim a section 1244 stock loss on line 10 of Form 4797.
How much capital does a corporation need to be to issue stock?
The corporation must be a domestic small business corporation at the time the stock is issued. Aggregate capital cannot be over $1 million at the time of issue. In its transitional year (the first taxable year in which the $1 million mark is exceeded, the corporation must designate which shares are 1244 for that year.
Where to report section 1244 loss?
You claim a section 1244 stock loss on line 10 of Form 4797. Any loss in excess of the limit should be reported on Schedule D, Form 1040.
When is common stock considered a 1244 stock?
The stock must have been acquired after June 30, 1958, and only common stock may qualify as section 1244 stock if issued before July 18, 1984. Securities of the corporation convertible into common stock, nor common stock convertible into other securities are not treated as common stock for these purposes. Cancellation of a debt in exchange for stock does qualify for section 1244 treatment unless the debt is evidenced by a security or arises out of performance of personal services. If, however, debt is worthless at the time the stock is exchanged, a section 1244 loss will not be generated. If the stock was issued prior to November 1978, special considerations apply, and it must have been issued under a written plan which meets the requirements of section 1244.
What percentage of income can a corporation receive from passive investments?
In the five tax years preceding the loss, the corporation cannot have received than 50 percent of its income from passive investments such as royalties, rents, dividends, interests, annuities and sales or exchanges of stocks or securities. This is the “gross receipts test”.
What are the factors that qualify for Section 1244?
This could include corporate minutes and resolutions, accounting and bank records, and even operational records.
What is Section 1244?
Section 1202 allows companies that are sold for a gain to avoid tax. Section 1244 allows companies that are sold for a loss to be treated as ordinary losses. These tax laws also have to be considered when deciding what type of entity should be used.
What court case did the taxpayer not substantiate their 1244 stock?
In the Ushio court case, the court concluded that the taxpayer did not substantiate their Section 1244 stock. This case shows what taxpayers need to document to qualify for Section 1244.
What is the maximum amount of a loss from worthless stock?
This means that the loss can offset capital and ordinary gain and it can even generate a net operating loss to be carried to other tax years. The amount is capped at $50,000 for single taxpayers and $100,000 for married taxpayers.
Why was Section 1244 enacted?
Congress enacted Section 1244 to encourage taxpayers to invest in operating businesses rather than investment or holding companies. It’s a benefit for start-up companies. Small business enterprises.
How much can you lose on a stock sale?
This means that the tax loss can only offset capital gains. Absent other capital gains, the tax loss is only allowable to up to $3,000 per year. These rules are found in Section 165 (g) for worthless securities.
Is Section 1244 still on the books?
Section 1244 has been on the books for some time now. Yet there has been very little guidance explaining how these rules apply. There have only been two reported court cases involving Section 1244 stock in the last twenty years (there were quite a few court cases in the 1970-1980s involving stock issued pursuant to a plan, which is a requirement that generally doesn’t apply now). That brings us back to this case.
What is a 1244 stock?
For stock to be considered Sec. 1244 stock, the following requirements must be met as of the date of issuance. First, the corporation must be a small business corporation. A domestic corporation (including an S corporation) is a small business corporation if, when the stock is issued, the total amount of money and property received by ...
Why do small corporations qualify for Sec 1244?
Many small corporations will qualify for Sec. 1244 treatment because of the nature and size of their business. Practitioners should also be alert for sales of stock that may qualify for Sec. 1244 loss treatment. This is particularly true for sales of closely held or other nonpublicly traded stock.
How much can you deduct from a 1244 ordinary loss?
An annual limitation is imposed on the amount of Sec. 1244 ordinary loss that is deductible. The maximum deductible loss is $50,000 per year ($100,000 if a joint return is filed) (Sec. 1244 (b)). Any loss in excess of the limit is a capital loss, subject to the capital loss rules. Thus, if the potential loss exceeds the $50,000 (or $100,000) limit, the stock should be disposed of in more than one year to maximize the ordinary loss treatment.
What is Sec 1244?
1244 encourages new investment in small business by permitting investors to claim an ordinary (rather than a capital) loss on the disposition (including worthlessness) of qualifying small business stock. As an added benefit, any loss that qualifies as an ordinary loss under Sec. 1244 is also treated as a trade or business loss in ...
How long does it take to dispose of stock after a potential loss exceeds the limit?
Thus, if the potential loss exceeds the $50,000 (or $100,000) limit, the stock should be disposed of in more than one year to maximize the ordinary loss treatment.
Is there a penalty for failing to qualify for Sec 1244?
There is no penalty for failing to qualify stock for Sec. 1244 treatment . The only result of failure is that the stock is treated the same as it would be if no attempt had been made. In many cases, no special planning is needed.
Who can claim a Sec. 1244 loss?
Third, the stock must be issued directly to the original owner, who is the only one entitled to claim a Sec. 1244 loss (Regs. Sec. 1.1244 (a)-1 (b)). In addition, the owner must be an individual or a partnership (Sec. 1244 (a)). In the case of a Sec. 1244 loss passed through a partnership, the loss is deductible only by individuals who were partners both when the stock was issued to the partnership and when the loss is sustained (and then only to the extent that their partnership interest has not decreased since the stock was purchased by the partnership). Any Sec. 1244 stock held by a partnership and subsequently distributed to partners is not Sec. 1244 stock in the partners’ hands (Regs. Sec. 1.1244 (a)-1 (c)).
What is Section 1244 Stock?
Stock is considered a capital asset and subject to capital gain tax rates. Losses that exceed gains are limited to a $3,000 annual deduction and excess must be carried over to next year.
Who can deduct a loss on the disposal of stock?
Section 1244 of the Internal Revenue Code allows eligible shareholders of domestic small business corporations to deduct a loss on the disposal of such stock as an ordinary loss rather than a capital loss. Eligible investors include individuals, partnerships and LLCs taxed as partnerships.
How much equity does a S corporation have to issue?
The stock must be issued by a U.S. corporation, including S corporation. The corporation’s equity may not exceed $1,000,000 at the time the stock is issued. The stock must be issued for money or property (other than stock or services).
How to contact Rob Henderson?
For more information about this article, please contact Rob Henderson at [email protected] or toll free at 844.4WINDES (844.494.6337).
Is there upside to investing in a start up?
You may have thought there was no upside to investing in a start-up that suddenly falls apart. If you believe that you own stock in a corporation that is eligible for Section 1244 treatment, contact a Windes tax advisor before year-end to discuss the tax benefits.

What Is Section 1244 Stock?
Understanding Section 1244 Stock
- Startups and small businesses are risky endeavors. Section 1244 provides an important benefit by allowing certain capital losses to be treated as ordinary losses.2 Ordinary lossesare fully deductible in the year of the loss rather than being subject to an annual limit. Moreover, ordinary losses are not offset by capital gains. This means that firms can still enjoy the lower tax rate ass…
Exclusion of Section 1244
- Section 1244 does not apply to any contributions made after the initial shares are issued. However, later contributions can qualify if the investor receives shares that were authorized, but not issued. Section 1244 stock should be issued pursuant to a written corporate resolution. A loss can be claimed by individual shareholders as a Section 1244 stock loss on Form 4797, Sales of …