$200/mo has been the long-standing average in Milwaukee, but with current rates you'll need to bring a bit more down payment.However, stay above at or above median price. 100k does buy you a lot of headaches and future capex.

A lot of realtors don't know how to present the VA loan (especially if you are putting zero down).

never heard of them looking at their website they show the owners etc.

You could tear out everything and spray the lumber with Monterey Consan 20 (I used it in Louisiana after the flood of 2016).

He probably uses all of those apps as well.

Texas State has some of their own as well. 

And what amount of leverage are you comfortable with?

I would definitely take care of the cracked/chipping ceilings.

Hi Matthew,I haven’t heard of those specific banks, but I have heard great things about Advanta IRA as a self-directed IRA custodian.

Go to etsy and search for "rental property tracker" and you will find hundreds of nice spreadsheets to track up to 20 rentals.