I’ve read this thread with interest, because we have a similar situation in our office. This linked thread is good with some good research and insightful comments by Chay:
viewtopic.php?f=8&t=13291&p=120453&hilit=casualty+chay+investment#p120453 I am onboard with the 165(c)(2) angle. As attax says:
However, the theft involved tricking the client into thinking they were making a good investment.
This fits squarely into 165(c)(2), IMO.
The whole IRA thing is irrelevant. Normally, I might say something like, “It’s somewhat relevant because the source of funds could be used as evidence to support the taxpayer’s intent to make an investment.” I mean, if he withdrew a lump sum from his IRA (which was previously invested therein), he’d say he was just changing from one investment to another (and from one investment vehicle to another). Further, if he withdrew a lump sum and nearly that entire amount went to the fraudster, and there was not a large personal expenditure proximate in time to these events, then we have negative evidence that the funds were not used for personal purposes. But like I said, this source of funds issue is irrelevant. Why? Because we don’t need all this evidence. The theft speaks for itself, no matter where the money came from, without needing these supporting facts. These supporting facts just prove an attempted investment was made. The cancelled check (or whatever it was) is proof enough.
Deductible how, Nilodop? It is a personal loss.
I’d think that through. For one thing, OP is stating pretty adamantly that the money, which was given as an investment, was stolen. I’ll take OP’s word for it. This makes it a transaction entered into for profit. Second, and maybe we need to discuss this aspect further, is the nature of the asset that used to make this “investment.” It was cash. Is cash personal in nature (i.e. a personal use asset)? Tenletters is implying that it is. It seems to me that an individual’s cash on hand isn’t anything until deployed (but more on interest-bearing cash below). This isn’t like a residence where personal “use” is easy to determine. If OP’s client gave money to someone who was to buy groceries for the client, but the guy absconded with the money, I’d say that’s a personal/non-deductible theft loss under 165(c)(3). The grocery purchase was not a transaction entered into for profit.
With that said, when it comes to the nature of the asset, I’m wondering if it even matters. I’m wondering because 165(c)(2) uses the word “transaction.” In other words, even if the asset at play is an investment type of asset (or an income producing asset), like the gold coins in the linked thread, does that cause the theft of such coins to fall into (c)(2)? Again, (c)(2) uses the word “transaction.” In the linked thread, this issue is kind of touched on. The conclusion was that the theft of existing investment property/income-producing property is still deductible under the new law. This conclusion was drawn based on references to language on Form 4684 and in Pub 529. Per these sources, the theft of existing investment/income-producing property is still deductible under the new law, even though there has been no “transaction entered into.” This makes sense to me. After all, what’s the difference between (1) a guy who makes a $100k investment and the investment is stolen thereafter (i.e. no transaction) and (2) a guy who believes he’s making a $100k investment so he forks over the $100k (i.e. a transaction), but that money is stolen by the recipient and is never invested? There really isn’t much of a difference. The legal support for the expansive view of the word “transaction” is found in an old case (Terry v. United States, 15 AFTR 493, 10/31/1934):
…
it is necessary to construe the word "transaction" as used in section 23 (e) (2) as including the taxpayer's entire relation to the subject-matter of sale, including his acquisition thereof and the cost as determined by his acquisition.
The preceding paragraph doesn’t really matter in OP’s case, but I thought I’d through it out there. The only other thing that comes to mind is that cash, if interest bearing, could be viewed as investment/income-producing property, right? This too doesn’t really matter in OP’s case because we already have a “transaction entered into for profit.” If interest-bearing cash constitutes an investment/income-producing asset, and OP’s cash fit that mold, that would just give OP an added argument in his favor - maybe.
Go back to my groceries example. If you voluntarily cut a check to your “friend,” out of an interest bearing account, and he’s supposed to buy groceries for you…and he absconds with the money…what is the tax result? Well, the “transaction” (buying groceries) wasn’t entered into for profit. But, can we ignore that transactional aspect and simply view our interest-bearing cash as an investment/income-producing asset and that’s that? I wonder. We have basically, and voluntarily in this case, revoked the “interest bearing” aspect of the asset the minute the check is cashed. Does our decision to buy groceries make our loss personal and that’s that? If it doesn’t, does our decision to stop earning interest make our asset not an investment/income-producing one? And note that this situation is one of voluntarily writing a check. There are other ways a thief could steal our money, like him directly taking it from our account. In that situation, though, we haven’t committed to a personal purchase, so our ship isn’t sunk yet. While we also do not have a transaction, we still wonder if the straight taking of our interest-bearing cash constitutes a theft of investment/income-producing property. And what if our bank account was not interest bearing – does that change the analysis?
Oh, so many issues to explore when we have a theft of cash! Interest bearing, non-interest bearing, if it was taken without our knowledge, if it was voluntarily given for some intended purpose…