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

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

-I'm fairly careful with communication , but again, I know doing business online is way riskier, but I want to ask: Typically, I would trust someone who seems very in-depth, informative (gives statistics and numbers), and basically would give me thorough steps (including worst-case scenarios and what would best fit my situation)^^would people who have experience say that even with the above, some agents/lenders/PMs would still be sort of out to get your money and do a lousy job?

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

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.

For a super high income Bachelor or something of that sort maybe there is some appeal in what you said, but for people with families, na man I don't see any upside to NYC. 

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.

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

Which gave me some sort of confidence.

Data point: we have a long-term rental in a popular STR neighborhood listed through Zillow right now.Every person who writes asking to do some sort of arbitrage is blocked by the Zillow platform.I don't even have to say "no thank you anymore."