I'm still learning myself, but intentional education targeted towards your next move has proved to be a major confidence booster when making decisions.

It's because those at the top are taking up the majority of the mind share (analogous to market share for any business) and although these agents might be on Zillow too, they've already established themselves through the methods mentioned above.

@Luke SpoonerOne major problem you will likely have is both your hard money lender and your bank are going to want to be in a first mortgage position.

Id say the majority who buy in them are aged 30-50, married with high incomes, and are just past the point in their lives you are in in your twenties and used to live in downtown in 500 sq foot apartments. 

-Jacob Not a big deal, but what comes up is that typically you cannot use rent derived from your departing primary residence to qualify.

Personally as a buyer I like that kind of a hurdle because it scares away the majority of potential buyers!

Any major road blocks I may run into that may not be worth the effort.

I am majoring in Civil Engineering.

For instance, you could face major legal issues if you accidentally (ignorance is poor defense, especially in the Peoples Republic of Illinois) charge a tenant more than what you were charged plus the state allowed fee.  

Would this even be legal if I wished to entertain this offer, and would the majority of you just steer clear, even if they meet all other requirements?