I live in and invest in Tampa so I’m biased but you truly can’t go wrong in either market, Tampa is going to be a little better on the appreciation side and Orlando will offer slightly better cash flow opportunity whether it’s multi family, single family or short term rental.

If you are currently employed, do not quit that job until you are 100% financially and can support yourself.

Hey @Eric Crump I've only used the DealMachine app for two properties I found while driving into my day job.

As far as rehabs - I sometimes use their contractor/maintenance for stuff near the end of the job that they can do much faster for me.

However, the days of multiple offers significantly over list price might be waning.For buyers, there's a sigh of relief.

That job site is unlike anything I've seen.

They reached out the next day and wanted to write and offer with me as their buyer's agent.

The founder is now offering a property selection newsletter to find the “best STR deals”. 

You need to connect with all the brokers in your market and create a relationship with them.With your success, you can show them you're in the gam looking to scale.All the bestJust remember, cash flow gets you out of your job, equity keeps you out!

Some jurisdictions offer assistance for properties with historical significance or for certain types of renovations.I hope this gets sorted out for you in a positive way.