I think Indy is a great diversity of communities and properties, so anything you would like should be here. 

Just do a little bit of research and connect with a great property manager.

Things like excessive dining out, bad habits, subscriptions, or impulse purchases and showing how redirecting those funds can lead to meaningful progress toward buying property.

Almost everything can be done virtually these days including many property management functions. 

Do you have property managers and contractors who your clients have been using for over a year successfully?

Been with a handful of property managers during that time.

Is he just wanting to dump the property or trying to maximize profits. 

See properties sitting on the market for a long time, every market is different, my market anything over 30 days is a long time.

I'm a new property manager, have been hosting my own house on Air BNB for just over a year.  

Funny enough, I was going to suggest you move out of SF due to the high cost ;-) I'd suggest going down the SF condo route to start as financing for commercial units is a lot more difficult than residential properties.