One of our borrowers who successfully flips on the South Side (Dobson, Park Forest, etc.) is capitalizing on the abundance of discounted rehab properties (on market and off market via wholesalers and the such), which is a key strategy given rising rates. 

The markets investors like you want to live in and invest in are often two totally different places, so don't limit yourself yo a single plan. 

How CIPS Has Helped Me So FarAccess to a Global Network: Through my CIPS connections, I can collaborate with real estate professionals in key markets such as Dubai, Portugal, and the Caribbean, where I see strong investment potential.Understanding Foreign Markets: CIPS training provides insights into market trends, regulations, and transaction structures that differ from domestic deals.Opportunities for Investors & Buyers: Many international buyers are interested in New York and Long Island properties, while U.S. investors are exploring opportunities abroad. 

The sales and rental market in SWFL is absolutely terrible.

Have you all invested in other markets already or is this the first? 

One thing I’ve learned in land acquisition is that the approach has to change depending on the market.

It doesn't sound like you visited the market, the PM, or the seller in these markets.

Quote from @Alex Olson: Kansas City is a great market for Build to Rent and traditional garden style apartment complexes.  

It also does NOT pay more than market rent.

I suspect you are in a much more affluent market than I am.