Seller is an investor who sells dozens of properties each year (some of them via fsbo) but ultimately give in and choose to let you list b/c they’re having trouble offloading this particular property OR want to spend their time on something else.

Craigslist wasn't pretty, but it was easy to use, and it worked (I found lots of great tenants via Craigslist) ...unfortunately, over the years, Craigslist produced fewer and fewer tenants, and more and more spam.  :( These days, nearly all my new tenants come from Facebook Marketplace.  

This amounts to lost opportunity because if you had purchased RE, at the closing it can start producing return. 5) ADUs detract from the existing structure whether this is privacy, a garage, or just yard space. 6) this is related to number 1, but there are many more buyers looking to purchase homes for their family than there are RE investors looking to purchase small unit count properties.

If its a log cabin it might have trouble qualifying for the refi - would be smart to get some opinions early if that is your gameplan - would likely be a bigger potential hurdle than the gift/original purchase process

Great deals are hard to find, that's what makes them worth the trouble.

I’d negotiate a 15 year payout or you could have trouble with financing in 7 years. 

That’s just the truth but all isn’t lost:- Created actionable steps, Created a system that can actually produce the desired outcome.

If the loan is not getting paid, you foreclose and sell the property to get your money back.The only other way you could get yourself in trouble is by giving the borrower cash before the work is done.  

My business partner and I just opened up our property managment company in the Chicago/Chicagoland area and it is not easy to do this the "right way".Honestly you can get yourself into some serious trouble if something happened with a tenant, an injury, anything and they sue and find out you don't have a license.

But the $1m value increase has produced a good return (and why my equity position is so high).Recognize when you increase your down, you are purchasing the cash flow at a rate qual to the interest rate.