The perception of you as a rich STR owner verses a resident is probably an important one to address.I think some of the problem here is that you aren't a member of town. 

I can do the same thing with the public markets which has more oversight and at least I can see more mandatory reporting. 

Who do you plan to target (accredited investors or not), do you plan to advertise to the public, Do you need an RIA, etc- Make sure you know what to look for in a PPM, LPA, subs docs, etc if you don't do them by your legal team.

Many of these are public initiatives but just as many are private.The city is also making a bigger effort to diversify away from being just automotive in nature.

If we ensure proper asset management, we will also see less tenant churn.Keep up with Changing Trends and Market Conditions: Also, regularly monitoring industry publications, reports, and market analysis will help to stay informed about current and emerging trends in commercial real estate.

@Travis Andres @Brian Malavsky If you're looking for AI messaging, my team has developed an in-house PMS that is now public called Hostvana (hostvana.io) who's core competency is messaging (along with free lock integration and other features) and is more advanced than Hospitable's for a very affordable price.Here are some recent replies in my personal account inbox:https://ibb.co/nk8KWbR (cleaning fee policy question)https://ibb.co/sgP0qmr (parking question and check on status)https://ibb.co/HCKVPd8 (random question answered with previous context)https://ibb.co/gv0tY16 (early check-in reply after checking calendar.

You need to study IRS Publication 523 concerning Sale of a Residence.

A Certified Public Accountant should know! 

Tutorials  emphasize the need to do due diligence on all the following:--check for taxes and liens against the property--find out which taxes and liens, if any, will remain attached to the property--make sure it is a buildable lot--to do above, you need to establish how the lot is classified for code purposes, and access the lot specifications, minimums the lot must meet for construction to be allowed--you further need to find out what its sewage situation is because 1) municipalities have different lot minimum specification for lots with public sewage and lots with septic; and 2) if the lot will require the construction of a septic tank, you need to take that into account in your decision.

If the lender has filed against the homeowner, everything is at the court and is public record.