And just as importantly—when is it better to hold off?

You will want to keep the whole transaction arms-length and documented; that shouldn't be a problem.It's all about how you demonstrate the intent of holding onto the property for productive use, and not just that you just wanted to avoid tax liability.

Then I could just hold it until it appreciates. 

Investment Info:Single-family residence buy & hold investment.

I think it is prudent to save up that money with the $20K and let it grow if you can to save for any potential 6 months of expenses.One thing I may recommend is to consider a Holding LLC for asset protection and anonymity to sequester your savings into.

That changed when conventional loans required a mandatory 12 month seasoning of the prior lien and forced a lot of BRRRR investors to hold onto high-interest rate hard money longer (conventional loan changed in Apr of 2023).

Hello,I received a deposit to hold a property.

Find a solid deal, and hold it for a while.

I recently started investing in the Milwaukee area back about  6 months ago  I’m only looking to buy and hold If I’m able to receive 2% percent on the purchase price to cash flow.

After some back and forth, we agreed on a purchase price of $500,000, with the owner willing to hold the note for me for three years, at 5% interest, with an interest-only payment structure and a balloon payment at the end of the term.