He has no safety net so I don't think its wise to take the risk because if he did a deal, lost disability and then since hes brand new to REI lets say it takes a while until he gets his next deal I just want to help advise him best!

I do plan to buy a property with 30% to 50% off and have it "acts" as a margin of safety.

Do you think it will have to be cut in half?

Very simple to do.1) In the hole you, spray some suspend sc insecticide inside the hole. https://www.amazon.com/Suspend-Insecticide-USA-Supply-Eradic...2) Get a beekeeper suit, just in casehttps://www.amazon.com/Professional-Ventilated-Sheepskin-Bee...3) cut open the area.4) Spray inside the entire wall the suspend SC5) Dry out and close up the wall.If this cost you $200 and some time, I'd be amazed. 

Are you willing to cut your nightly rate aggressively to drive occupancy rate? 

If you have people cutting you large six digit and 7 digit checks, I keep my ears open to hear what they are saying.

Therefore, the reason mortgage rates have gone down 1.5%~ or so over the last three months is due to the bond market pricing in this cut and future cuts.

And in many cases this may be warranted as health and safety issues may be present.  

I currently enjoy my full time job in health care, but would love to cut down on my hours in another 5-10 years.

For us, we do batch showings instead of individualized showings; it cuts down on labor cost of having constant showings and it actually incentivizes competitions among the "applicants".