I would start with your own ability to close first.

Do you host with AirBNB because of their fees and policies or their ability to get your unit rented?

So cap rates can be higher in the Chicagoland area, but you still have an ability to find new tenants if someone moves out... this is different from other markets which sell between $50-150/SF where you have significantly lower populations, so there are limited new renters in some markets.

I have confidence in my ability to do everything necessary with the exception of getting a loan. 

At the same time, the new regulations allow for the ability to put the money back into another pre-tax account like the SDIRA. 

From what I understand, this is due to the ability to increase the ARV (After Repair Value) of a home through renovations and increase the home's value; then refinance with the higher ARV to get a second lower mortgage which replaces the first.Not to mention that foreclosures for the same areas are cheaper than comparable non-foreclosed or pre-foreclosure properties.However, hypothetically:If I were to buy a property, not refinance it, save up over a couple years to buy another property and refinance that, I would be ok with that.Is there anyone that has experience with buying non foreclosed homes and any details?

Once you have found your ideal base rate, the tool will increase your rates according to demand, and do last-minute discounts etc...The most valuable feature for me is the ability to dynamically adjust your minimum stays to close gaps or to get extra bookings when time is running out.

Part of the Denver/Boulder market are land constraints that we do not have, so we have continued ability to grow and infrastructure in place for such.  

Hey 19 year old nelson, good job doing engineering at a state school, now you've got killer income to qualify for loans (and can pay your own off in the first year of work) and the math/programming ability to do real estate analytics at scale.2.

My two main concerns are legality and ability to accumulate funds to invest with.