I love to watch and play all sports, big into hockey (go Sabres!)

Gambling is more fun when you have money to loose don't you agree?

The successful ones were involved in community activities, sports, and business gatherings.

We do offer a "ride it" option, where they can just continue to pay rent, utilities & lawn care while we try to get it re-rented, but there's an element of gambling in there that most people don't want to try; if we get it re-rented immediately, they would come out ahead, but if it takes more than a month they come out behind.

Yes/NoTax dollars should not be used to fund the building of stadiums for professional or semi-professional sports teams.

Some ideas in my head are - Clothing, Jewelry, Stationary, Organic Foods, Global ethnic products to sell locally, Outdoor Sports, Coffee shop, Yogurt or Ice Cream Shop.I was thinking I could visit some of the local colleges and just market that I have the space for the right person/ biz plan.

Be sure your end buyer is going to show up and/or be prepared to lose your EMD.If you don't have the cash to close remember what you are doing - you are gambling with your EMD - you are going to the tables and putting $X down on the buyer - the buyer doesn't always show up.So - yes it is possible to do it - if you have a title company that is ready willing and able to do it.The fact that you say you can buy in your LLC and then sell the LLC leads me to believe you have the cash to do it - that is a good thing - be prepared to own the property yourself.

Using a sports metaphor here, I view them as a teammate that provides a crucial skill that compliments mine and helps us win.

The possibility of sabotaging these relationships is a risk I am not willing to gamble.

Either appreciation and cashflow has its variables and as soon as one neglects the fact, its a gamble.