I know this post is a little old and not sure if you went through with your ADU construction yet, but my partner does ADU ground up construction in the LA area.

Thanks for offering such a clear and grounded approach—I’ll definitely take this into consideration moving forward.

You almost certainly have grounds to evict him.

Either way I wouldn't do one in your area that wasn't driven into the ground.

None of these things will bring success tomorrow, but with doing them consistently every day, I will wake up in 5,10,20,30,40,60 years and be miles ahead of everyone else.2) Never stop learningThere is only growth or decay, there is no middle ground.

A good team on the ground should be able to help you avoid all of these potential pitfalls. 

I have a list of them that I can share with you.Chicago, without a doubt, has some downsides, but there are also a lot of positives, like the inventory of older multi-family properties and price points at all levels.Investing out-state can be challenging because of the distance and the need for boots on the ground that you can trust 100%.

We've built, ground-up, several homes and my mortgage company finances tons of new construction projects.

Otherwise, you should be more active and flip homes or develop ground up which is far from passive. 

Most people really don't understand this fact (myself include prior to moving here) and it can trip you up if you don't have reliable "boots on the ground" or a thorough understanding of neighborhoods and blocks.