I have many questions about this topic - moving from self-managed to PM - I'll post something separately on this topic. 

Are you intentionally looking to outsource the management and day to day operations to a management company versus self-managing? 

The alternative is to set up a self-directed IRA, or better, a truly self-directed Solo 401k plan, invest in alternative assets, and then do the conversion.

For now it's basically Google forms and self built websites. 

After a bit more research, I actually think renting a place will get me started faster and earn some experience doing Airbnb with a little less risk involved.Obviously I still need to be concerned about not violating a lease agreement by doing so and I would likely live on the property and lot or all the time.Ownership is still the ultimate goal, but this looks a faster party to self driven income.

Are you self-funding the transaction or will you be using a lender?

So, we self-manage.

These are self managed through my small STR management company.

Also are you self managing it?

He will be deeding his home over to his defense team..