Probably not a good person to hire, maybe let your bosses know. 

Explore my personal favorites, Set For Life by Scott Trench or The Total Money Makeover by Dave Ramsey, for invaluable financial insights.3.

I have a salt water hot tub at my personal home.

If not from the person in office, then definitely from the person running against them.

The person leaving the trailer there is just to store it there.

I personally own a property in Windsor Hills Resort, right next door to Disney World, and we absolutely love it.

Just my personal opinion - get a mentor or a person who already has good experience running STR business, preferably in your area (but not 100% required). 

.: My question is… Do people promote buying rentals due to some sort of  personal benefit/conflict of interest?

If you need more to do the rehab, perhaps instead of partnering, you could get your former boss to do a personal loan. 

This person did not raise any money, they invested around $600,000 into the offering and because they were one of the larger investors were considered a Co-GP because it was a new sponsor and they needed this persons $.