When we started off - we were averaging that $300/door cash flow.  

It's probably a slower road than coaching, but it is a start....and hopefully at the end of the 5-7-10 year hold, you have some cash flow to show, hopefully 2x-3x your initial investment, some depreciation along the way. 

@Jill Barrett start networking with other investors in the UP here on BP via search feature.Ask/pay an agent to generate a list of all the houses in an area you define have sold for cash in the last 12 months - pretty good sign an investor bought it.

I don't have the cash required, so I'd have to finance.

Removing any appreciated property from an S-Corporation triggers a deemed gain on those assets by the S-Corporation (hence also by you) - it's as though you sold it at fair market value, so you get the joy of paying the taxes on the appreciation while receiving no cash. 

Purchase price: $50,000 Cash invested: $30,000 First BRRR property.

And is it better to be cash flow positive vs have more cash in hands ? 

I cannot wrap my head around the cash out refinance portion of this situation despite my tireless efforts.

Cash out 3.

They help with money control, lead to wiser choices, and track cash flow better.