I sell insurance and prepare income tax returns but I am not an attorney and don't play one on television or radio.The Illinois Legislature has a law either pending or just passed that will GUT LLC protection.

There are so many plays to run in this game I don't have time to type them all. 

I do think brand can play a very important role in the long term of something like this.

So I used to work for a basketball tournament that played in Washington IL every year and so I often visited that town plus Peoria.

Should I play harder and get into land development?  

U can target any real estate  although its quite robust for what your looking for.. we go for land and development land for the big money plays

At this stage in my life, these equity plays are more impactful than holding onto a property for a couple hundred dollars of monthly cash flow.What’s your take?

BRRRR in Detroit makes a lot of sense, especially in path-of-progress areas, and rent-by-the-room could be a great cash flow play as long as you optimize for tenant quality and lease structure.

If he makes less 94K a year and married he can take advantage of zero tax rate which would come into play. 

Allow things to play out, unless the buyer closes sooner.