Taxes and insurance are somewhat high relative to the value of the properties.

Quote from @Adam Czachor: If you're going to be an absentee landlord, I would start by looking for highly skilled property managers that can handle whatever you purchase.

If you wanted to get into a little bit of a higher end neighborhood then consider Lakewood.

The travelers who are willing to do rent-by-room also pay on the lower end of the spectrum so it may be hard to get your property to cash flow. 

I am always looking to improve my tenants' stays, as I have a high return guest ratio with quality tenants, including professional athletes, executives, and more.

If it’s not a hurry mail them a certified non-renewal end of lease notice (with the local required notice period.) you can include a notice of inspection before then or after they have vacated. 

How does one actually raise money from individuals with such high limits of accreditation if you don't personally know wealthy people or real estate investors? 

He has a very small amount of principal left as the loan payments end in 4 years.

Project management throughout the process. 99% of the time, buyers press a button to buy, press a button to sell and everything in between is done for them (including taking care of all problems, and selling it in the end) What was the outcome?

Estimated lender, underwriting fees are around $4,800-$5,500 if on the lower end of the purchase price ($100K and below for example).