thanks everyone for the welcome and advice!
Still looking into LLC/S-corp for tax strategy - incidently was just listening to the BP podcast on this and Brandon Hall had some good points just like @Thomas Franklin!
Right now, I'm only interested in residential and as far as I know and feel comfortable with (risk wise) is condos, of which there are plenty here in Chicago proper. SFRs are either expensive or require too much work in terms of fixing and I know I'm not comfortable with taking on that kind of project. I am interested in 2-3 unit flats or walk-ups, which I guess is the equivalent of duplex, triplex speak on here. It took me a bit to narrow down my interest and capacity for risk but again, I have the BP community to thank for forcing me to think it through!
@Dorothy Wulf- nice to meet you here too - please do keep me in mind and I will you as I begin this amazing growth opportunity!
@Chris Titcomb - nice to meet you here! Let me know if you ever have time to grab coffee and trade real estate stories - or legal ones too!