@Kole Kingslien - make sure you or your corporate entity are on the title, otherwise you will have no seasoning and when you go to refinance, the lender will treat it as a purchase.  

Given this, I am going to be creating an corporation in the state where I will be buying properties (Florida).

if you insurance business is being reported on Schedule C (not in a S-Corp or LLC) this will not however reduce the self-employment taxes you have to pay on the insurance income.A Cost seg is really a play on the time value of money, depending on your goals with the property it may or may not make sense. 

Since I graduated I have worked desk jobs for several corporations.

Is it best to hire a corporate attorney or a property management LLC attorney, any suggestions?

Stan,I found Lighthouse Property Insurance Corporation online. 

One way to avoid self employment tax is to file as an "S" corporation, but you should speak with a CPA to decide if that is right for your situation.

Ever called a last employer of a candidate in the corporate world?

I have a full-time job in corporate finance and am what most people would consider mid-career.

If you did it as a proprietor, LLC, S Corp, or Inc are treated differently.Let me know how you set up the company and I would be happy to help.