In such cases, the net income of each activity with positive net income for the year is multiplied by a fraction: the numerator is the combined net income for all significant participation activities, and the denominator is the combined net income for the activities with positive net income.Eg: Betty is a full-time teacher, but she also owns stock in two S corporations (Acorp and Beecorp) that pass through income to her.

We might not find anything like this by August, when we have to have a Chicago address for my wife to be a teacher here.

When I first came to the US from Ireland, I lived in Santa Monica and worked as a teacher in Venice for 26 years.

Always thought I would follow the teaching route until I went to a job fair and teachers were starting at $18000 yr at that time....I was like NO THANKS !

Use the Ramsey site to find an "advisor with the heart of a teacher" or maybe hit up the Money Guys. 

Preferences - safe area with good renters and may be some studentets for my wife -piano teacher.

Never do they ask 'If this plan I'm paying so much for is so foolproof, why isn't the teacher out doing it themselves?'

in his podcast and youtube videos he mentions teachers, firemen, police officers , nurses, etc are his tenants. 

Are there books that I can read to go out and apply like you have or has it been purely experience as your teacher?

Civic leaders, teachers, re habitation centers, and such can take on that role and try.