I plan to live in the smallest unit and rent out the rest.

ThanksThere are no plan to sell any real estate in the near term. 

We plan to share ownership of the property as I am going to invest my money into developing (building a Detached ADU in the back) and re-modeling the property so that we can collectively sell it for a profit.

I plan on converting the barn into another sleeping space and indoor/outdoor rec room.

Outside of aesthetics, make sure you have cleaners, maintenance and turnaround worked out so you go in with a solid plan.

@Ryan Daniel  I will preface this with the fact that I have a legal background, specifically with estate planning and asset protection in relation to real estate investments.

A 1031 exchange does not apply to primary residences.If you plan to use the proceeds to buy land for a business, consider whether the land qualifies as an Opportunity Zone investment.

I don't think Im paying my bookeepeer an outrageous amount, although with economies of scale (I have one commercial insurance plan, commerical portfolio loan from a single bank, one bank account, etc) it probably doesn't take the Bookeeper 3x to do my books compared to yours. 

I just set up my vrbo account and still some finer details about planning the communication, cleaning service, maintenance persons, etc…

I feel a loss of direction and that makes it really hard for me to focus and build.Do we keep at building a portfolio of small multi family (very abundant in my market, very rare to find anything above a triplex for sale), with plans of selling the portfolio and 1031'ing into larger properties?