I have been very fortunate since the crash to learn from a number of high quality investors such as @Chad Carson.

Something is going to crash and burn on you.

Just remember if the market crashes, investors buy, they don't sell.Also keep in mind, ROTH's are great for BRRRR properties.

Again, I don't actually know anything about FL other than what I hear.The other option is to do what we midwesterners do and that is to wait for the CA, FL, and AZ markets to crash and then swoop in to pick up a deal or two. 

However, doesn't it seem like it would be better to purchase the buy and holds once the market crashes? 

You may see some peaks and valley's but, I don't think we are going to see a crash. 

Meet people and ask questions, find some people in the market.Look for your team:InsuranceLenderAgentProperty ManagerOnly do a deal if you have someone boots on the groundSince it seems like housing prices are pretty high right now (and the market could crash?) 

The thing with crashes is that they have symptoms.

Then, I learned (made mistakes) from the housing crash but managed to keep two rental properties.

As of last year i was up to 7 rentals, but after some advice from others i sold off the 2 that were still negative cash flow purchased prior to the last housing crash when they finally broke even in value to wash my hands of them.