Selling would likely trigger capital gains taxes (unless you lived in the property for two out of the last five years or use a 1031 exchange).

Personally, in this market, I would work on saving up and really doing my best to find a great opportunity and pull the trigger then.

I don't like seeing a bunch of blue haired nerds running around crying about how evil their landlord's are for forcing them to pay their rent on time, but I don't want being a blue haired nerd to become a criminal offense.

@Cody Ford Without having specific expenses and the 4th rent amount I can’t say for sure if I would pull the trigger on this property.

We're exploring creative ways to provide him with the cash needed for the down payment while avoiding triggering a taxable event.One strategy we're considering is purchasing his future primary residence ourselves, making the mortgage payments, and then, once we've built enough equity—comparable to the appraised value of his rental properties—transferring the title to him as a form of exchange.What are your thoughts on this approach?

Hey Christina- Was just curious to hear if you learned more about this and if you and your husband pulled the trigger on something yet?

So when we did not receive any response to our emails for several days, this naturally triggers concerns and emotions.

Highly recommend you looking into a checkbook IRA instead of cashing out.Sure you can take out the principle since you’ve already paid taxes on it but this money is supposed to be for your retirement and in a Roth your real estate can grow tax free, though check with a CPA to see if STR will trigger UBIT in an IRA.

Selling would likely mean taking on new loans at much higher rates, reducing your cash flow margin unless the new properties are stellar performers.Transaction Costs and Taxes: Selling could trigger capital gains taxes (depending on exemptions) and other selling costs, eating into your net proceeds.

This is an example of private lending which is different than the IRA owning real estate and does not trigger UDFI/UBIT tax.