We have several dozen rental properties, flip a few houses per year and are just getting ready to add a new venture with a few short term Airbnb's.

You don't want to quit your job only to discover (as most newbies do) that what you think are deals, aren't good enough to sell.2 hours a day 7 days a week is 3,000 leads a month if you're an efficient caller.

Tell them you are trying to sell, and you discovered, quite innocently, problems. 

Long or short?

The 3-5% FMV discount is normally super attractive but I'm worried that because of the incredibly high property values right now, we may be in for a correction in the next few years, wiping that discount out (at least in the short run).

I expect to discover that we have a lot of wasted spending.

That 45 days is very short and you may find that you have to buy something that might not have been your first choice.

Late this spring I read Rich Dad Poor Dad, which eventually led to me discovering this incredible website full of brilliant people.

This is the short hand way of how lenders underwrite MF so you should too.Figure out the average cap rate for the area and compare if you are over paying or found a good deal. 

Short of that, you can be nice and give him 30 days notice of termination of work agreement and 30 days notice to apply for his apartment, the same as similarly situated tenants.