At that point, it's worth researching and finding a solution that better meets your needs.

Purchase price: $485,000 Cash invested: $100,000 Originally on the market for $700,000.

Then we stayed in our fixer-upper, used HELOC to buy investment property cash, then get a cash-out mortgage and pay back HELOC once rented out with rental history to qualify, and do it again.

And then using the net cash to go wherever they want every year on vacation. 

Shellpoint has repeatedly cashed my checks (which were on time EVERY MONTH) and continues to fail to properly credit me (even though coupons were enclosed).

My background is a flipper, so my campaigns are usually simple letters/postcards offering cash and a fast close.

I'd like to maximize my income stream somewhat quickly (5-10yrs) while also obtaining monthly cash flow properties.

Is it worth it?

You need time to get your feet wet - and doing it on a small scale is WAY safer than getting into a 6 figure renovation.Flips are for one time cash, and rentals are for long term cash-flow.  

Questions you need to ask yourself are: Do you prefer higher cash flows or less headaches?