If you sold your home its not a bad idea to do a little BRRR move into the duplex to be able to put less down and move out in 6-12 months to transition it into a full rental. 

The folks staying in your unit want a seamless transition to their new living quarters, and the person paying wants an easy way to cross out that line on their to-do list.

Is it best to purchase the property first under my name and transition it to an LLC or establish an LLC and have it purchase the property?

Not sure what you are using now, but I am sure it will be a seamless transition. 

I had a super traditional W2 job and, BECAUSE OF BIGGERPOCKETS, made the transition from W2 -> into a non-traditional start-up prop-tech company (fired twice in one month)-> Then, I started our own tech-focused general contracting business serving new to intermediate real estate investors.I've more or less retired as a real estate investor (I still have about 50+ doors, but nearly every one of my deals went sideways for one reason or another), and NOW my ONE THING is working as a GC. 

With your impressive background in residential construction and 20 years in the trades, you’ve already got a solid foundation to transition into real estate investing.

Is there some workaround that could still be legal but allow me to transition this to 4 short-term rentals?

Good afternoon, BP.I've been looking at New Landlord Transition letters on this site and wanted to create one for myself.

I am trying to figure out if probate/wholesaling can lead to an ongoing profit that can be transitioned into a full time business or a side endeavor that may pay out a couple times a year.

It’s great to see you transitioning from the TV and Film industry into real estate investing.