In the past two years we have completed over a dozen flips, We are holding 20 rental units self managed and 2 self managed Air BnBs.

This also leads owners to ASSUME simpler is better when it comes to management contracts.

REI investing for almost 20 years, owning a wealth management company for 22 years, suffice it to say there has been a lot go data/spreadsheeting/tax analysis/meeting with my team go into this overall decision to sell the entire portfolio at once.  

Daniel,If its something you really like from all accounts, get with an inspector and property manager to give their thoughts on the area, condition of the property etc...

Managing rentals isn’t for everyone, especially after dealing with bad tenants, challenging property managers, and increasing costs.

A few that sell and manage, or know management companies.  

That's where good people live, and good people make good tenants.But before you put money down on a house, I would find a quality property manager.

If you can find an investment that pays for itself, you won't be so nervous about investing.I also recommend you educate yourself on how to manage well.

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases.

You could trim your expenses by eliminating property management - you can absolutely do this yourself on a 6-unit, even as a newbie.