Quote from @Jesse Turner: From what I've seen and heard, construction on the USVIs is very expensive because materials must be shipped in and there is a dearth of labor.I plan on inflating my expense side of the analysis significantly to make up for the expected increase in material costs. 

I plan to rent out the basement but have a couple of questions as this is my first house/house hack:-Littleton rental law considerations (this might fall under JeffCo rather than city of Littleton, can't really tell)-Thoughts on best lease strategy for that area (STR/MTR/LTR)?

It's scary but can be very exciting, given that you're working towards taking control of your financial future. 

I do plan on documenting any and all damage or expected damage and claiming upon cleaners getting in there.Appreciate all the feedback.

It depends on your financial strength, the quality of the property, how many properties you own, etc.I like to start with one significant expense and three months of vacancy.

An often overlooked option...call the CC company and ask them for a reduced interest rate payment plan.

I'm trying to pinpoint my financial strategy in attaining these projects and HMLs are always suggested to me. 

I offer a lot of development consulting since I have a background in Civil Engineering and Urban Planning.

My wife's even planning to camp out there for a couple of weeks to make sure things get done right as we are based out of NJ, so time's of the essence.

Do you plan on rehabbing it?