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Question

I am considering selling my S-corp. software company for $1 million. I hold all 100 shares of stock issued in 1997 for $1 thousand. I understand there is a 75% capital gain exclusion for C-corp stock issued in 2010 limited to 10 times the basis of the shares. I want to take advantage of that. Q. Can I revoke my S-corp status, issue myself 1,000 new shares for $150k, and then exclude $750k of the gain from the sale that follows, paying 15% capital gains on the other $250k?

Submitted: 19 days and 1 hours ago.
Category: Tax
Value: $30
Status: CLOSED
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State/Country relating to question: Maryland

Posted by John Gordos EA 18 days and 7 hours ago.

Answer

Greetings,

 

Although your intent is admirable to reduce the tax on the sale of the company the provision to which you are referring will not help unless you intend to hold the stock of the C coporation at least five years.

 

From http://www.irs.gov/newsroom/article/0,,id=208318,00.html :

"Business Provisions of the American Recovery and Reinvestment Act of 2009 (ARRA)

Exclusion of Gain on the Sale of Certain Small Business Stock (Section 1241): ARRA provides an extra incentive for investment in small businesses. The new law provides an increase in the Section 1202 exclusion from 50 percent (60 percent for enterprise zone qualified business entity stock) to 75 percent for any gain from the sale or exchange of qualified small business stock acquired after Feb. 17, 2009 and before Jan. 1, 2011, and held for more than five years. This provision is limited to individual investors and not available to corporations."

So the measure passed this year allows 75% of the gain to be excluded, up from 50%, but does not change the holding period or other requirements of qualified small business stock.

I hope this helps to understnad the new provisions even though it is not the answer that you would have liked to hear.

Best regards.

18 days and 6 hours ago.

Reply

Okay, so basically I'm stuck paying 15% long-term capital gains on all the S-corp stock, subject to basis, undrawn profits, etc.? Pls confirm and I'll accept the reply. Then I'll post another question getting into more details.

Accepted Answer

Hello again,

 

It is not possible to say there are no techniques to reduce the gain on the sale of your business without a full analysis of the facts in your case.

 

For some ideas (not all of which can be used by an S corporation) , please see the article "CHECKLIST OF ITEMS TO IMPROVE TAX CONSEQUENCES OF BUSINESS PURCHASE AND SALE" at http://www.lsppc.com/articles/archive/print/ChecklistofItems_print.asp

 

Nonetheless, the technique you asked about can only be used if the stock is then held more than five years. So, yes, barring other techiniques you will pay 15% rate on the gain from the sale.

 

I hope this helps to clarify for you.

 

 

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Expert: John Gordos EA
Pos. Feedback: 99.8 %
Accepts: 
Answered: 11/5/2009

Enrolled Agent

I have prepared individual, trust, partnership, and corporate taxes since 1987.

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