Super low vacancy rates in SD, even STR's. 

We took about 14 months to close this deal and the seller was very generous on keeping the price low.

I tried to do a cash out or heloc on this house but it couldn't be done because of the price it was low. the house is located in Rockford il, planning to buy in Rockford as well since I live here.

You can go as low as 10% down and there are programs that allows this for first timers with good credit.3.

Realtors I hire in Charleston make bigger fees than the realtors in the low value markets..

Then I would do a low risk flip ( rehab less than a few weeks) for hopefully a 10-15% profit, repeat until I have a nice down payment and am sure that I would be able to qualify for a refinance, then buy a buy and hold then continue flipping until I get to the next buy and hold - in theory, the time between each property should decrease as I should be getting capital from the buy + hold as well as I would already have my reserves built up.

FSBO is very possible in hot markets.. if you already have buyers lined up.. in markets that are not hot your going to get deluged by investors looking to low ball..

I've seen lot rents from $150 per month for low end trailer park trash, $350 to $450 for higher end parks depending on the amenities offered.

I put roughly 20% down on a $200k home, and am curious what steps I could take to possibly turn my original investment into a large portfolio within the next 10 years, when we're currently "low on liquid funds" after finishing up a wedding.... 

The first option will give you continuous headaches with a certain likelihood that the behavior may get worse (not paying at all and more damage).