Possibly... but that's a tremendous amount of debt to carry on a rental

We are going to talk through our strategy some more and possibly shift to a small single family home.

i have a small property that I would be interested to possibly add a billboard to, not sure where to start.

It's possible, but there aren't many lenders that'll go below a $75k loan amount on a single property.

He proposed two possible holding solutions for my situation.

Looking forward to hopefully seeing as many of you as possible! 

Thread Bank is FDIC insured, therefore, up to $250k(possibly more when using a sweep program) is fully backed by the federal gov’t. 

My initial thoughts would be to secure a construction loan for the total rehab amount based on the entire property's ARV.

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.

I'm still learning about what's realistic and possible, so I don't have this number yet- minimize taxes- protect liability exposure- if SDIRA is the right answer, the fees for custodians looked high - but moving the money will means saving my capital against market loss in my current Roth at the next downturn, so maybe the fees pay for the added security and additional benefits of REI.It's helpful to write this out.