Ask the selling broker for the last 12 months income statement and rent roll.

The idea I'm thinking of pursuing is to purchase two more rental properties, giving me 4 total mortgages, then rolling all the cash flow plus money from my job into one property at a time to pay them off.

Looks like you can make a good hit on the flip and roll it over several times in 5 years.

Just take daily action and keep rolling the snowball.

To give context real life numbers same mortgage 10% down...With PMI that can fall off eventually - total payment: $1940 With PMI rolled in lender paid: $1871 

What info/docs are the lenders looking for (rent rolls/bank statements/ tax returns)?

You're in luck with orange county fl. https://www.octaxcol.com/tax-roll-download/They offer the tax delinquent roll in a very, very nice format.As for other lists you can obtain from the county, you can usually get code violations pretty easily.

Ideally, 50-60 next year once we get the ball rolling.

Increased purchase to use commissions towards purchase price.Upgraded units and increased rent rolls 33%.

You can either make (or sometimes better - roll your commission back into deals) commissions on deals.