It might cause me financial harm as I have to sell more stocks and might pay short term capital gains vs long term capital gains.

Are you starting with some available capital or other investments that you can turn into cash to buy a deal?

Let the tenant vacate, and you have one month to find a replacement before you incur any losses.

Use depreciation on rental properties to reduce taxes further, and consider 1031 exchanges to defer capital gains taxes.

I also wouldnt let your mom go into 2nd position on an investment property with any sort of restructuring; it doenst sound like she's in a position to risk being wiped out.Overall, though, if you want cashflow on the new property but cant achieve that after a refi into a market rate loan, it probably makes more sense to just flip it, pay off your heloc and your mom, and use the remaining capital for the next deal.

Hey Cecil, if you have the capital to operate locally, and it fits your goals to do so, I highly recommend doing that.Congrats on securing your primary though.

It doesn't cover any loss of income due to your rental being repaired.

Your construction skills can give you a significant advantage, allowing you to save on rehab costs or even flip properties for capital.

Hello all,Has anyone sold a short term rental owned over a year  as a non real estate professional that qualified as short term capital gains tax deductions with expenses and depreciation?

Id be happy to break-even with the rental income if I get all of my invested capital back.