I'm familiar with large enterprise systems like Oracle Hyperion and more startupy tools like Alteryx & Tableau so I have a good sense of how practical and easy to use different business process automation tools are. 

Start the draft yourselves: what each person is contributing to the enterprise, whether money or responsibilities, and how the income comes and goes.

Active enterprises need to be run in an entity outside the plan.

I think the Windows version is more locked down than the Mac version (which I use), because one can purchase an Enterprise edition for multi-users on the Windows side. 

Chicagoland and Illinois investors - this has come up several times in conversations so I wanted to post it here to ensure everyone was aware of the opportunity to be exempt from sales tax on your building materials.Illinois has designated Enterprise Zones (not to be confused with qualified opportunity zones) and the different areas are listed here: https://www2.illinois.gov/dceo/ExpandRelocate/Incentives/taxassistance/pages/ezmaps.aspxChicago has 6 zones and they are not all located in underdeveloped areas. 

STRs are commercial enterprises, similar to a hotel.  

@Michael Plaks Without getting into granular details, and I won't cover things like limited liability, pass-through, etc. that almost every state and the IRS provide in some form for LLCs, GA has Georgia Enterprise Zones that provide incentives like property tax exemption if your business is within certain areas.

This may be tougher during COVID, but an enterprising sponsor should be able to find these meetings pretty easily.  

Bit about me: Currently working through a transition from enterprise, Bay Area tech sales (last 8 years) into the real estate profession.

I have been in Enterprise Sales in the Mailing & Shipping industry with Pitney Bowes, Inc.