It's been a smooth experience so far and I'm looking forward to other Chicago purchases.Risks:  it could take a while to place a tenant;  from what I've heard, CHA isnt too inclined toward actions against a tenant who doesn't pay their portion of rent;  you will never pass annual inspection once (part of CHA's business plan = more $ to charge)

We had developed a relationship with a banker since April, found on bigger pockets, and expected a smooth transaction as we had spoken about our plans in detail.

I am pretty sure that you have to call it your primary residence and not an investment property though, so use your time on base to learn about this great opportunity so you can make a smooth transition ASAP.Best of luck! 

So I am basically trying to figure out what is it that I can obtain from this without coming out of any money of my own, with a smooth transition on obtaining these properties and putting them in a trust, to sale, or for myself to rent to tenants.

After starting my own business, which has now been running mostly on smoothly, I would like to become more active in my real estate investments.

So far, my dealings with the HA have been far from smooth.

.- Landlording/owning the property is mostly smooth-sailing, but at occasional times can be aggravating, time-consuming, or stressful.If I sell this house, I would not immediately buy another property.

I'm looking for multiple recommendations so please fire them off at me.The loan product I'm looking for is the first time home buyer firsthomes100+, 100% financing program in RI: https://loans.rihousing.com/Homes_needing_repairs/But I want a lender who is experienced with the process and has contractors so that it can go smoothly.

Since it was my second property with them and my first property went smoothly I felt comfortable going into one of their other markets.

These always end up being smooth transactions.