Might not be ideal to go from a personal home to a duplex/triplex/quad but it's a great way to buy with as minimal % down as possible. 

If we throw all of this out of the window, what would you recommend I set up for both asset protection, minimizing tax liability (including CA crazy $800 per LLC fee), and probate planing.

Risk is minimized due to the amount of rents, property condition, property price, and location.

It outlines how the couple will handle their finances during and after the marriage, including: Property and assets: How to divide property and assets in the event of a divorce or death Debts: How to allocate debts Spousal support: Whether and how to provide alimony Inheritance rights: How to handle inheritance rights A prenup can help protect both parties' interests, and can be an effective way to avoid court proceedings and minimize the emotional and financial toll of a divorce.

I am surprised these lending institutions don't regularly run algorithms showing which loans have been assumed Seems like an relatively easy thing to do to regulate and in a way minimize risk - maybe have more defaults but still maximize their loans by forcing compliance 

The hope is the tenant does not move and the older house that had minimal repairs will not fall apart anytime soon.So an old house with minimal repairs to it, questionable areas to invest in, and tenants that tend to live hard in the spaces can be a recipe for disaster. 

There's no point in putting in so much time and effort for the minimal monthly cashflow of a BRRR property.

Since you and your wife have renovation skills, targeting properties that need minor improvements can maximize your return on investment while minimizing the time and cost associated with major renovations.

Probably a little better fit than Mint since there are no ads and minimal cost with some better features. 

This minimizes risk and lets you build confidence as you gain more experience.