STR Achievement Unlocked: I have a business partner who has an AI bot filling last minute vacancies on FB and, because sometimes it was too late for the canceling guest to get a refund, he sometimes runs occupancy above 100%. 

As far as I know neither of these are a necessarily deal breakers but just means we need to have really good logs to back this up in case of an audit.4) I have a management company handling the scheduling of guests, cleanings after guest leaves, and check-in/check-out duties.

Let me know if you'd like to attend a meeting, I can get you a guest pass. 

Not my doing.6 years ago I elected s-corp status (from c-corp).There is no mortgage, and therefore no due on sale issue.The issue is the appreciation and what will and what will not trigger the recognition of a capital gain.I have seen various articles that describe ways of migrating assets from s-corp to LLC that does not trigger this.I was hoping for corroboration and more detail.

Also you need to figure out how you intend to cover inevitable property damage done by guests but there are plenty of solutions for that in the marketplace where guests pay a flat fee per reservation in lieu of a deposit and you get covered for an assortment of potential issues (bad checks, credit card chargebacks, fraud, personal property damage, etc.)  

Some feasibility studies are worth their weight in gold.

I have been in talks with a GC in Georgia and his method of building is: He builds everything at costs and doesn't include any markup or fees, he oversees everything, I only supply funding, and we split 50/50 the prof...

I will say for some MTR guests we dont sign a lease but it depends if they come through Airbnb/Vrbo/FurnishedFinder/etc https://freeforms.com/wp-content/uploads/2020/04/Pennsylvani...

It is often a thankless job, your clients want you to do more for less and the guests often need a lot of babying. 

It seems that when listening to Bigger Pockets podcasts, I hear the same logic, both from the hosts and the guests (mostly), that as a midsize (5-20) multi unit investor, Cash flow plays a secondary role to appreciation.