The app doesn't allow rent by room, so I am sort of forcing it.

He's still very much in contact and reachable, but my biggest fear is that he will run or file some sort of Bankruptcy.

Sort of same situation but the home was not in that bad of shape. 

I know it sounds like I'm splitting hairs but some banks write HELOCs in their residential department....which won't write Investment Properties.

He is the best but his ability to fully understand some of these newer business 2.0 concepts sort of escapes him maybe a little bit.

After doing some sorting here are some cool items that some can use.$69.99 - BISSELL Little Green MultiClean Portable Deep Cleaner - https://www.costco.com/bissell-little-green-multiclean-porta...If you are going to have pets, then this little guy is great.

Which gave me some sort of confidence.

It’s a bit of a tangled web, but if you need more info on it, do your research first, and then you can contact me to help you sort out the current rules. 3) The tax benefits are severely hampered if you there is any money from your original property that doesn’t get spent on the replacement property, so it’s best to purchase a more expensive one to avoid losing those benefits.4) It is imperative that you do not receive any money directly from the sale of the original investment property.

I'd like some input on wrapping my head around a potential first house and if this sort of deal/rent makes sense.

Karma will sort it out.