Marketing the property for sale is the easy part.

No, it's not easy but it sounds like you're going to have to hustle.Best of luck,Eric

So just don't add in crazy rehabs or high-risk landlording and a non-condo will let you learn all of that just as easy.

I'm curious about easy-to-use software options for small investor (two properties) that can help calculate IRR and NPV. 

Let me suggest you look at Pittsburgh  The median house is 132k, so finding your single family house at 100k will be easy. 

We don't always get along or agree, bit we respect each other.This is a long way of saying that instead of looking for a contractor who has the skills and the financial backing you might put a greater emphasis on someone who you can trust, respect, agree to disagree, etc.As for the listing, it sounds pretty easy -- especially in this market.  

As others have mentioned, it's super easy to go on the CO Secretary of State website to actually create the LLC, but the Operating Agreement and the title transfer documents should be drafted by an attorney. 

@Ariel Robinson For single family, it is quite easy.

He will break things down for you in a way that is easy to understand.

Wholesaling, like running any other business, is a PITA and not an easy way to make money.