Hopefully, this will be longer than a one-off relationship for you to start your investing journey. 

In the later years he moved upstairs into the 8 room apartment and the rent from the stores more than covered his retirement.

The biggest thing you will miss out on is leverage/diversifacation plus mortgage interest deduction but as far as actual benefits outside of the above 1st time home buyer down payment assistance (many of the programs have fine print that often makes less of a good deal than just free money) no not really. 

Would much rather be over than under in my numbers!

You can easily do this on a spreadsheet and it will take less time to track than find and learn a new software.

Beyond the lousy local policies that were enacted, the "gentrifiers" who are moving to the area will want to be in the housing closer to Fairmount Park and N 27th street is too far north or far west to attract Temple students.

Others may be more successful than I was.

Yes I know it's not a perfect BRRRR and I can't cash out everything but it's better than not picking up the 100k equity.

They aren't going to pay for closing costs, they are going to want something around 8-10% interest, HML is around 13% right now and if they doing 7 years, they would want a lot more down payment than $10K. probably $30K

@Rudy BelloAre you in different offerings than the others ?