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Another benefit to #2 here is that anytime I visit mom, I can write off the trip since she would technically be my "tenant".

Sorry, don't have any investment advice, but I am going to have to burst your bubble about that one statement. You're not going to get to deduct trips to visit Mom just because she might be paying you rent to live in a house you own.

Good luck with the rest of your plans though and congratulations on the sale.

By the way, I think there's a lesson to be learned here and in a number of other posts on this board: any time you have to use "quotes" (e.g.,I'm going to "give" my mom $100,000 and she's going to "give" me her stock portfolio, or I'm going to deduct all of those "business expenses") to describe any part of a plan for reducing taxes, it's a good indication that it won't work!
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