If you can take 8 properties and move them to 3 bigger & better one's great, I would push you further and say take it to 2 even better one's.  

I am moving to STR because of how Aircover works and I doubt I will leave Airbnb unless they change the Aircover and resolution system.

I started with a house hack when I moved from Portland OR to Columbus OH to start REI.

If that is a stretch as to your qualifications, I would not recommend this as it would with relative quickness go to the attorneys to move forward with drafting, inspections, title search, etc.

Then moved into 6-15 units and now we are looking at 20-50 units complexes.

I moved to Reno Tahoe, NV where you can be 3 hours from the beach and there are low property taxes, no state income tax and limited new construction. 

Here's a breakdown:New Orleans Duplex: Firing the property manager is likely the right move given the prolonged vacancies.

I’m still new to all this and my goal is to eventually move out of this condo, rent it out, and get a new house and rinse and repeat for a bit.

It would be nice if you gave them more than that, because it takes a lot of effort to move a business (online marketing, business cards, etc.).

-When a tenant moved out, the management company refunded their security deposit but failed to account for damage, such as holes in walls and outlets ripped off the walls, leaving me with repair bills and also tenants moving in without the repairs being done.Stuff like this that is consistent and when I ask questions they are defensive, when I ask for more quotes for high ticket items they are defensive.