Making those decisions and overcoming those fears is the real struggle for me at this early stage. 

Chicago needs to move towards the Cook County RTLO ordinance that provides a right the cure.

It was supposed to be 5% DP but the lended has a cap for me at that time on how much we can lend so ended up putting in more cash for the down payment around 7% so still ended up pretty good.  

It sounds like you need a business plan that addresses all of the above on a project and stakeholder [you and the investor(s)] level that includes a cashflow that will be used to measure financial performance in terms of ROI, ROE, IRR and so on.Good luck in your endeavors and please feel free to reach out to me if you need a bit more meat on the bones noted above

@Moun Seo  1% rule is good, but probably dead in any price range in DFW now unless you are in the very worst areas, which may cost you more in the long run...with more issues of non-payment, theft, repairs, etc.I just say $250,000 as I look every single day for properties in six DFW area counties...so that is Dallas, Tarrant, Denton, Collin, Cooke, and Grayson.   

Non-warrantable which means it does not meat conventional standards for a variety of reasons. 

For people in the market when it happens, its going to feel like going from an all meat diet to being a vegan.

It seems to me, at least from my perspective, that the only way to get into becoming a Realtor is the old adage "Gotta have money to make money."     

My only hesitation is that I will loose trust with my tenant, especially because they are finally communicating with me at this point. 2.

I have a friend who works for a REIT and he was explaining to me at a meetup one night about how his company is only allowed a maximum of 5 days of vacancy at any given time, and this absolutely rocked my world.