In addition to STR'ing the main house, he is building 2 more units (ADUs) on the back side of the property.

If it were us, we would keep the property and take out loans against it for investing in additional industrial property. 

@Mark Toweya couple things - from the seller's perspective, it means the seller doesn't have to wait the full 30 years to get the proceeds, and from the buyer's perspective, hopefully in that 5 years appreciation and maybe some updates have increased the value such that when you refinance you don't have to bring any additional cash.  

In addition to cheaper prices through Minoan, they set up a site for your property with affiliate links in it. 

This will additionally impress the seriousness of the issue.

There are also additional costs of operating and maintaining an LLC, like separate bank accounts, annual report filings, tax filings, etc.2.

In addition, as others suggest, guest damage insurance such as proper or safely would be good, for those bookings off Airbnb/vrbo where guest damage coverage isn’t available. 

Additionally, the contract with the wholesaler is set to expire on Monday the 27th.

I don't think he would allow someone that had to put the fee on a credit card.

The teacher was an actual financial educator but they repeated themselves a lot and were telling the students to go in and apply for credit cards DURING the course to purchase the next course for $15,000!