I know I can get an insurance plan, but is it worth the headache?

With that being said we tend to see a lot of CA buyers relocate here for the lower cost of living including lower home values, property taxes, insurance, no state income tax, gas prices etc.

Here is my two cents: When hiring a contractor for substantial renovations, start by researching local licensed and insured contractors with solid reviews.

Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).

You didn't mention the higher Florida insurance costs. 

A rent payment isn't enough to cover the DSCR payment, HELOC payment, tax, insurance, and maintenance.

I'm a Project Manager at an Architectural Firm specializing in Custom High-End Homes. 

To succeed, focus on properties in high-demand neighborhoods like Pecan Grove or Aliana, and ensure your cash flow analysis accounts for high property taxes, potential HOA restrictions, and flood insurance costs.

These course providers tend to sell their customer base on  unrealistic expectations or teach the most basic of concepts which are easily picked up through a book or merely browsing through these forums.  

Tampa can work, but yes, taxes and insurance are higher and might keep cash flow tight.