Tax Guru – Ker$tetter Letter

Helping real people win the tax game.

Archive for February 16th, 2004

Deducting Investment Losses As Thefts

Posted by taxguru on February 16, 2004

Another one of the many unfair double standards in the tax code is the treatment of capital gains and losses. Gains are fully taxable each year with no maximum amount to be added to other kinds of income. On the other hand, net capital losses have a ridiculously low limit on how much can be deducted each year against other types of income.

This limit has been $3,000, with no adjustments for inflation, for decades. I have worked with a number of clients who felt this injustice in a big way with the dot-com stock market bubble. They showed huge taxable gains for a few years, and then when the bubble burst, huge losses, which have to be parceled out at $3,000 per year. I seriously doubt if one client, who is in his seventies, will live long enough to be able to use the more than one million dollars in capital losses he suffered from the stock market meltdown. Another inequity in the tax code is that, when you pass away, all unused capital and other tax losses just disappear. They aren’t passed on to the heirs.

To get around this idiotic limit on deducting just $3,000 of investment losses per year, some people came up with the idea of recharacterizing the losses as fully deductible thefts due to dishonest stockbrokers or corporate management. Services, such as this one, popped up to help people document this alleged theft for tax purposes. I remember writing about such services a number of years ago and hadn’t even thought about them until this morning, when I received a faxed copy of a recent solicitation from 165 Services from a helpful CPA in Ohio, Dana Stahl.

I checked out this service’s website again and see that they are still as vague about the details as they were when I last reviewed them a few years ago. I sent them a request for clarification of how the fee for their 100+ page report is determined; whether it is a flat amount, an hourly rate, or a percentage of the loss or the taxes saved. I have yet to hear back from them. My gut feeling is that they probably base their fee on the taxes saved by being able to deduct the full loss in the first year instead of the measly $3,000 that would be allowed on Schedule D. I will post an update if that is proven to not be the case.

If that is how these folks charge for their report services, I have doubts as to its legality with IRS. Their service seems to be quite similar to that of an appraiser who establishes values of assets used for tax calculation purposes, such as items donated to charities or assets in a person’s estate. As indicated here on the IRS website, it has long been forbidden for appraisers providing such valuation services to base their fees on the values they calculate. Such an arrangement would entail the same kind of conflict of interest as if we tax preparers based our fees as a percentage of the refunds we show on the returns; another illegal action under IRS regulations.


Prohibited appraisal fee. Generally, no part of the fee arrangement for a qualified appraisal can be based on a percentage of the appraised value of the property. If a fee arrangement is based on what is allowed as a deduction, after Internal Revenue Service examination or otherwise, it is treated as a fee based on a percentage of appraised value.

I also have my doubts as to how far the concept of a theft can be stretched to cover stupid investment choices. Over my 28+ year career, I have seen plenty of churning of clients’ accounts by stockbrokers who were more interested in earning commissions than in preserving the clients’ wealth. However, as dishonest as the public impression is of stockbrokers, corporate executives, and mutual fund managers; most of the losses in the stock market are probably just from idiotic decisions by people falling for the glamour of get rich quick financial gurus. I’m not sure where you cross the line from being the victim of stupidity to one of an outright actionable (and deductible) theft. However, for the right fee, it seems like these folks will give you a report claiming that it was a theft.

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Posted by taxguru on February 16, 2004

Bush Touts Tax Cuts As Economic Fix – It’s really becoming embarrassing to have so many news articles about “Kerry calling for tax hikes.” His Marxist plan to screw over anyone earning more than $200,000 per year is so different from my capitalist free market philosophy that I may need to do as H. Ross Perot did and change my name from Kerry M. to K. Mark Kerstetter. Of course, that might make people think that I am in some way connected to that big discount store chain that competes with Wal-Mart. That still wouldn’t be as bad as having people think I endorse the DemonRats’ “hate the rich” class warfare.

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Penny Wise – Pound Foolish

Posted by taxguru on February 16, 2004

I don’t know the person who sent me the following email; but I suspect he either received some very bad tax advice prior to selling his farm or chose not to ask for any until now, when it’s pretty much too late to do much about it. I’m guessing the latter because not even the most incompetent tax pro would have said all of the erroneous things this person mentions in his email to me.

Saving a few hundred dollars by not consulting with a tax pro prior to the sale will most likely end up costing him well over $100,000. If no part of his farm qualified as his primary residence, he is really screwed tax-wise.

The email I received:


My wife and I have just sold our farm (in 2003) in Rhode Island for 1.2 million. My understanding is that we get to back out our basis in the property (about $400K) and we get to back out a $500K exemption. That leaves us paying 15% capital gains on the remaining $300K, which is $45K.

We are planning on starting a farm-based business (and need to purchase some equipment) within the next year at our new location in Vermont. Is there any way we can offset the capital gains hit? We’ve heard something about a “Section 179” regarding purchase of equipment. How can we minimize our capital gains hit using a new business? (Start-up expenses, Capital purchases, equipment, etc…?)

Also, how does the timing of all this work? Our understanding is that we don’t have to pay the capital gains until 2 years from the sale (2005), but we need to buy our equipment now, should we wait to formalize our business as an LLC, until 2005? Can “start-up” expenses span more than 1 year? Or should we formalize our business now and settle the capital gains issue in 2004?

Your assistance would be most appreciated. Thanks.

My reply:


There are far too many issues than I can cover in a general free email like this. You really need to work with a tax pro. In fact, you should have worked with one before the sale and definitely before the end of 2003.

Some issues of concern from your email:

The $500,000 tax free profit is only for the primary residence portion of your property. You need to allocate your sales price and cost basis between the farm and residence portions of your property.

The Federal taxes on the other portion of the gain will include 25% on the depreciation recapture and 15% on the other portion of the gain. There will also be State tax to pay.

If the sale took place in 2003, the taxes are due by April 15, 2004. I’m not sure where you got the idea that you had two years to pay them. You may be able to defer some of the taxes by using the installment method if you financed part of the sale and won’t be paid off until future years.

It would have been a great thing to offset your capital gain by investing in new business equipment and claiming the up to $100,000 Section 179 deduction. However that had to be done by December 31, 2003 to be of any benefit on your 2003 1040. Whatever you buy in 2004 won’t make any difference on your 2003 tax return.

As I said earlier, it sounds as if you either received bad advice up front or failed to seek it out. You had best start working with a good tax advisor ASAP to see what s/he can do to minimize the damage on your 2003 tax returns.

Good luck.

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