So there are multiple benefits to contacting the listing agent directly, 1 I don't flood my agent with petty questions, 2 It is much quicker to ask the questions that are missing from the listing. 3 I can tailor specific questions per property. 4 There is no back and forth which limits misunderstandings.

To get started, I’m planning a house hack in central Florida.My question is this: at what stage is it appropriate to ask the seller for a profit and loss statement?

With the strong possibility of hard money funding and need for a large down payment, initial budgeting is limited.

I'm interested in flipping,  and duplex rentals , but not limited too. 

@Brendan Barry LLC provides personal asset protection,and limited liability for business debt.

Will insurance companies allow you to rent your own property under loss of use?  

In the more rural areas, prices are obviously cheaper, but they have there own issues such as fluctuating demand because of oil/coal booms and busts, limited selection of tenants and property managers, etc.

It has "flash in the pan" attraction but depending on the concessions made by any city it can be a net loss for a city.

@Michael Pitsos I'm assuming your home is where you've put in your profile and according to the  VA Loan Limits for BARTOW COUNTY, GA for a one unit home (SFR) is $453,100 and $580,150 for a two-unit so depending on how much you bought your primary home for you'll need to subtract that from the max limit and the remainder should still be available to utilize.

As long as you have access to a lender after your 10 conventional loans, the only thing limiting you is your ability to find deals.