It seems that everyone’s definition of cash on cash is a bit different.  

That part is not automated or easy I expect.The other thing is perhaps figure out where cash buyers hang out...and get in front of them.

I am looking at $200-220K properties (20% down, 80% mortgage) and just about break even or have upto $50 cash flow.

Purchase price: $205,000 Cash invested: $50,000 Sale price: $349,000 Contributors: Peter Vekselman Partner Driven, in collaboration with Seth Choate, successfully completed a fix-and-flip on Wall Canyon Ct, Sun Valley, NV.

Sell and buy a couple better rentals for cash. 

When I move out of my primary to rent it out, it def won't cash flow.

Purchase price: $325,000 Cash invested: $5,000 Sale price: $389,900 This was a quick wholetail deal!

I mistakenly signed a contract to sell my house with a cash buyer company.Ignorant of the process, I now have questions regarding renegotiating or request to amend contract.1) Earnest money was not offered by his minion.

Plenty of cash sales over the past several years.#2 Keeping your current home as a rental in $1million neighborhood probably makes no sense even if you have super low interest rate. 

If you're utilizing the house hack and low downpayment, I wouldn't think you'd have any issue hitting that target for a Cash on Cash or IRR.