You’ve gained valuable experience from your first duplex and are now approaching real estate with a strategic mindset

Primary host with brand account + co-host with personal account-Pros: Could continue to scale and then sell all listings & account together as a business rather than strictly real estate assets (more valuable with the 10 cabin property than with the SFH STRs).

Typically, co-op's are less valuable than condos for a number of reasons such as supply/demand, lack of investor interest, older units, estate planning issues, financing and board policies. 

Without a doubt, having more experience in the field is valuable.

Networking with local investors and visiting potential markets can also give you valuable insights.

You’ve received some great responses full of valuable information, but I believe you may be missing the BEST market.  

In fact, even with my extensive experience, I choose to have all my properties professionally managed.Here's why:Tenant Selection Is CriticalThe most valuable service a property manager provides is selecting reliable tenants.

You'll gain valuable insights into evaluating deals, financing, and managing properties.Local NetworkingPlug into local investor meetups in your area, the Pensacola area should have tons of groups.

Over time, rents may increase, improving your cash flow, and you’ll gain equity and valuable experience managing tenants and property operations.

In other words, if you can get it going, you are taking a lot of risk to build something that isn’t the most valuable thing you could build