I'd assume some brokerages would be perfectly fine with having us under their wing if they got some % cut of the buyers' commission and don't have to do much of anything.  

Pretty much perfect location.

Especially when you're investing from out of state - you won't know the market well and you won't be able to see the property regularly - you need to know that the people you work with are incentivized (perfect word, @Jeff Wallenius) to do good work. 

While lawyers are not perfect, and certainly can make mistakes, the advice in this stream from the non-lawyers could get you in hot water (and not the good kind that you have in Florida).

A savings account is perfect for this goal with less than a 12 month timeline before you want to use the money.

Once I know what I'm doing I can begin to do my own thing.Also, I've heard some say that wholesaling is a legally grey area, that it is both perfectly legal, and illegal to do, can someone also clarify that for me?

You're in the prime of your life and well educated, living in a perfect market.

We maintained the yards pretty well (had a lot of landscaping to maintain) but they're definitely not as perfect as they were a month after they were professionally done. 

This is a perfect place for you to educate yourself and meet awesome people:)

Does everything need to be completely perfect?