Hi James,
I see no reason why you can not do well. You do not mention whether you and your friend have a family?
I think starting this out as a joint venture partnership really doubles your chance of being successful. You will keep each other motivated, You will more then double your chnces of doing well if you do it right.
Perhaps you can think about getting a part time job at a Home Depot kind of place. That would also add to your information bank plus give you construction discounts? Do either one of you have any construction skills?
The fact that you know the area is a plus.
The fact that your partner has been flipping is another plus.
Getting your real estate license is a super idea. Get much more active on BP it will bring you customers. Start a Florida blog. Welcome all new Florida people in your area. Get great bussiness cards. Maybe you and your friend can start a PM bussiness to begin with? You will figure something out
Start a diary right now.
A Diary of this complete change in your life. We all want to hear about it
we all wish you good fortune.
If you have not quit your job see if you can get approved before you quit as many have suggested. The idea of buying a multi faamily is perfect. One way or another try to accomplish that.
Join several Real estate groups down there and if you are not moving immediatly start both those things here.
Condos are very cheap there? Maybe a distressed Condo might work for your residence , You could live in it while you fix it up and then flip it/
Keep us informed