Generally speaking, Boston proper is an appreciation market (low cap rates) unless you have a solid value-add play.

This would be more of a multi-family buy and hold play. 

Rate and price play a big role in BRRRR.

Columbus is going to be more of an appreciation play and cash flow margins will be tighter in the beginning. 

One of their so called instructors from one of the training sessions asks the students to go to the five star hotels, or go play golf, or go horse riding, or go hang out at the high end night clubs for the sake of fund raising.

I am also curious about when/how an attorney/legal involvement comes into play with this.

If he makes less 94K a year and married he can take advantage of zero tax rate which would come into play. 

Leaves an immediate bad impression.Entry Door: This seems silly but make sure your front door opens and closes easily without the need to play around with the door. 

I would like to find more of an equity play.

Families: "Spacious backyard, kids’ play area, and just minutes from the local zoo."