Your situation is unique and presents an exciting opportunity for your retirement planning.Given your aim to maximize your monthly income to supplement your CalSTRS retirement fund, and your desire to continue investing in properties post-retirement, here are a few suggestions:Assess Your Risk Tolerance: Transitioning from California properties to Indiana duplexes involves a shift in market dynamics and possibly different risk profiles.

This in essence to pull liquid cash out for a second investment, and transition the property into a long term rental.

But that couple of hours could transition into a great deal more.

Seems like he cannot differentiate btwn regular wear and tear and intentional damage/ Paint requirements: Interior walls, ceilings and other exposed surfaces in rental units must be kept smooth, clean, free of flaking, loose or peeling paint, plaster or paper and maintained in a sanitary condition.

Under 10 min drive to Montclair State University, Upper Montclair NJ Transit station and close to route 3/garden state parkway intersection in a great kid-friendly neighborhood.With 4 bed and 1.5 bath the current layout is ideal for a family.

A lot of lake home options that can make for an easy Vacation home 10% down and then transition into a rental.

I now want to transition to real estate investing, which I hope to do for the rest of my life.

Chatting with a real estate attorney and a financial advisor could help smooth out the details. 

I read it recently and gleaned some systems that gave me more confidence in my management (and how I could have handled that transition even better).

They possess the determination and grit necessary to take that walk and ultimately those characteristics are a foundation for the vast majority to transition to productive tax paying members of our society.