Bathrooms if you can zero threshold people love those and as they age out they need it anyway but that would be for main level. 

And when I speak with people (or write on my blog) I'm always VERY transparent about the unique challenges of the market there.

I will definitely be taking advantage of trying to network with some Chicago people here.As for looking for a good tenant. 

I have a clause in the lease that says the security deposit will be held in so and so bank with so and so address and interest rate will be xyz.

I hope you are asking two separate unrelated questions, because there's no point in doing cost segregation for properties held inside your self-directed solo 401k, save for some very rare exceptions.Some of the Bigger Pockets experts who operate reputable costs segregation companies are @Bernard Reisz, @Yonah Weiss and @Julio GonzalezSome of the Bigger Pockets experts who offer Solo 401k administrator services are @Dmitriy Fomichenko, again @Bernard Reisz and @Brian EastmanReach out to them and see if they can help.

This is easy for some people that have lots of friends investing in passive real estate opportunities.

A festival that draws 250k people is pretty big time - are you sure about your numbers? 

As someone who’s just getting started, I’m focusing on connecting with the right people and learning how to present opportunities effectively.

Do you really blame them for paying people threatening them with late fees or repossession before you?

I have noticed that wealthy people tend to use trusts more than LLC's, and I'm guessing there's a reason for that.