There’s a 7 day class for $17 which would probably be your trial period other than the 3 day right to rescind. 

I've used propstream, but I would like to find something that is just a pay per list, not monthly fee.Second, are there any tools that allow you to search for individuals that have owned multiple properties over a given period of time? 

Period.

Set up 1-2 hour time periods on Saturday/Sunday through messaging of when your dad/can call him the showing agent can be at the property so prospective tenants can view the unit (will save him a lot of back and forth).

I am considering buying a quadplex as a house hack, but the eventual goal would be to move back into my current primary residence rather than buy another, so the seasoning period for me to get another loan would not apply.

On the last day of my option period, after considering all of my exit strategies and considering different lenders, the only way I could make this deal pencil out at the previously agreed price was to push the closing back by 11 days.

These homes are businesses, and there is a ramp up period with any business. 

So FYI stay away from Flipster as well guys, unless you wanna do the free 30 day trial. 

At the very least try out the 14 day trial I suppose. 

As a listing agent, I explain to seller that an inspection can be more protection for them, anyway, because 1) buyer waives right to repair anything discovered in the inspection if not negotiated during inspection period, so fewer surprises at final Walk Through, and 2) buyer less likely to succeed in blaming seller later for something even their own professional didn’t find (unless seller was really hiding it).