. - Just be prepared, because a motivated seller typically has a property with issues you need to be sure you can solve.

If you treat the renter (resident) well, provide a well-kept home that you service regularly, and stay on top of any maintenance issues, a resident will likely remain in the house for many years. 

This relative to my situation, is a super modest amount of funds.

It’s ideal to have them view the property after the inspection, so they can consider any issues discovered during the inspection in their bid.

Based on what you’ve shared, I think you could go with Rooms to Go without an issue.

Currently I'm looking for some kind of methodology, software or app, that I can use to manage the properties, which will allow for another family member to step in to my role relatively seamlessly if I were to pass in the future.

Things can and will go bad, but once there is enough monthly cash flow generated it will be extremely difficult for that one big issue to put us away or even 2-3 big issues all at once. 

Once you’ve got a little experience under your belt then you can attempt buildings that need more renovations/repairs or have had management issues.

WIth that said "passive" is relative lol. 

And not being able to issue the deposit refund via Avail was the final straw for me.