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Selling Your Business - A Tool To Reduce Capital Gains Taxes

"I would rather expire at my desk than to to defer the annuity payments for a
sell my business and pay Uncle Sam one period of time to coincide with the
dime in taxes." How many owners that owner's need to receive these payments,
have paid their fair share of taxes for lets say, for example, ten years During
twenty years of building their business those ten years the trust's investments
feel this way? The tax bite is the or a commercial annuity grow without
single biggest factor in an owner's incurring a tax bite for the business
reluctance to sell his/her company. sale.
I have previously written articles When the annuity payments start, the
discussing various aspects of transaction owner is taxed at his then current tax
structures to minimize taxes. As a rate for the portion of the annuity
result, I am often contacted by a payment attributable to the capital
panicked seller that is a week from gains, his basis (no tax), and
closing his business sale as he looks in depreciation recapture from the sale, and
disbelief at his accountant's spreadsheet the income produced from the annuity.
detailing the tax burden of his impending The annuity pays the owner and spouse
sale. this annuity payment until last to die or
Recently, the seller of a Sub Chapter S until the annuity investments run out. If
Corporation with an $8 million the owner and spouse die, any remaining
transaction value contacted me. The tax assets are transferred to the
basis was below $200,000 and $4 million beneficiaries outside of estate tax
of the transaction value was the liability.
assumption of debt. When the dust If your investments perform at the rate
settled, he was looking at a capital used in the annuity calculation and the
gains tax liability of a staggering last to die lives to their exact life
$965,000 while only receiving the expectancy, theoretically the trust value
remainder of proceeds after the will be whatever the gift portion (7% of
assumption of debt. The assumption of the selling price) has grown to.
debt is considered as part of the capital However, if the investments do very well
gain for tax purposes. and you outlive the life expectancy
The owner sent his accountant's tables, you could receive payments well
spreadsheet to me and since I am not a in excess of the original annuity face
tax accountant, I sent it to my tax value. Those excess payments would be
wizard at BDO Seidman. He found a few taxed at your then current income tax
small tweaks, but said that there was not rate.
much that could be done from an If the investments do well and the value
accounting standpoint for this owner. grows above the required annuity reserve
When I reported this back to the seller I amount, the excess can be distributed to
could feel his disappointment and the beneficiaries as income.
frustration. In the simplest of views, this acts like
So I began my quest for a better an IRA. You are not currently taxed on
solution. After several dozen phone the amount you put in, it grows tax
calls to my professional network, I was deferred and you pay taxes upon
directed to a little known vehicle called distribution, hopefully at a far more
a Private Annuity Trust. This vehicle has favorable tax rate. In the case of the
passed the scrutiny of the IRS and the frustrated seller from above, what if he
Tax Court. It is not a way to avoid the deferred all payments by ten years on the
payment of taxes, rather a method of full sale price and the $965,000 in
deferring them with substantial economic capital gain taxes owed? He had a life
benefit to the owner's beneficiaries. expectancy of 20 years beyond the start
Below is a simplified description of the of the distributions. The $965,000 that
process. As the owner contemplates the he did not pay in taxes grows at 7% to
sale of his business (or any highly $1,939,323 by the time distributions
appreciated asset for that matter) he start.
"sells" it to a trust PRIOR to its Every annuity payment contains a portion
ultimate sale. This trust purchases the of the capital gain or 1/20th of the
asset at FMV and exchanges an annuity total capital gain annually. Therefore,
payment stream complete with IRS life the bulk of the resulting investment
expectancy tables and interest rates. The value of the capital gains tax deferral
trust then sells the company to the buyer provides huge returns for years to come.
to fund the annuity. If it seems too good to be true, remember
The transaction is accompanied by a gift it is tax deferral and not tax avoidance.
to the trust in the amount of 7% of the The owner has sold his business first to
face value of the annuity. This is so it the trust in return for an annuity
qualifies as a trust by creating an payment stream. The owner cannot control
entity with economic value. Remember, the trust. To the extent that the owner
the private annuity is viewed as having wants immediate access to some of the
zero economic value because the asset sales proceeds, he would pay all taxes in
minus the obligation theoretically equals proportion to the amount he is receiving.
zero. In cases like the one above, this tax
The trust is in the name of the owner's deferral tool can have a dramatic impact
beneficiaries and all aspects of the on the financial status of the owner and
trust are controlled by the trustees his heirs by allowing the tax deferred
beneficiaries and not by the owner. The funds to compound for many years before
trust for the benefit of the heirs owns their ultimate distribution and the
the assets and owns the annuity payment payment of any tax.
obligation. The trust can be structured




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