Not only did I start questioning things that didn't make sense, I was hung up on twice on the phone and then the "professional" proceeded to text me paragraphs about how "maybe we should go our separate ways".

If not then you sell.2.

So if it’s a $10 million deal and we are using 50% leverage then the capital raise is $5 million my partner and I will personally invest between us $500 - 750k into the deal under the exact same terms as the other investors.   

Do you ask for more in-depth pictures of the property and then go to the contractor and ask for a rough quote?

If they don't agree on the spot, thank them for their time, then follow up within 30-45 days. 

Curious if there was a way that he could sell to me and then I rent to him.

It would then be understandable that you need some time to get up to speed. 

Ask a lender to review your finances to confirm can buy the rental and then house hack again. 2.

Of course, if you think Florida is barely at the beginning of its correction, and has a long way to fall, then I get it.

If your still residing in the property then government and conventional financing would be available.