When researching online, it looks there are some instances where non-vets can assume VA loans, but the veteran's entitlement would remain tied to the loan.How common is this and are there ever situations when this a win-win for both sides?

I do not know this one specifically but most courses and coaches online are a borderline scam.Couldn’t agree more.

There are a ton of free tenant applications online and through property management software companies such as turbotenant, rentspree, zillow etc.You will want your application to meet any state specific guidelines (if applicable). 

Also just look online and steal some ideas...I used to Google Luxury Kitchens and then figure out how to do the same for less $$.You'll be fine with your experience.

Having a great self-storage facility software for online management is key!!

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

I came across one of these loan agreements online somewhere a few months ago, can't recall where I found it but it was clear in reading the loan agreement there was no language referencing the loan actually encumbering real property, it was just an unsecured loan.  

Could not find much online so figured I would turn to BP.

If you own several apartment buildings your best interest might be to speak with a asset protection attorney versus asking questions online of just anyone who might respond.Good Luck!

 try one of those online sources like prosper etc.