I'm new to real estate and have recently become interested in wholesaling as a way to get started.

I spoke with Daniel E who seemed like a nice guy but as I learned more he told me there was a $1200 yearly fee to be a member.

As you've mentioned, great schools, area in general is nice and it's centrally located.

And the condo debacle in FL will be churning for quite a while as these rogue HOAs try to get realistic with deferred maintenance, new requirements, and freedom for people to use as they need to afford them.One thing to consider would be to 1031 all of them in a consolidation exchange. 

Start by getting familiar with your local market.

Operated as an executive high-end rental for 2 years and cash flowed nicely while rented.

I get made whole by the down payment from the next buyer. 

I like the tub (it wasn't cheap, about 12 grand) but there's not great service options where I live and not sure if I would get it again since I mostly have to take care of it. 

nice update, pretty bird

Probably not; I've done pretty well myself from them, and you're a smart and nice guy so I would be shocked if you *weren't* killing it!