Dana Stibolt

Hiring professionals who have a proven track record and might not be the “cheapest guy in town” can be an extremely worthwhile strategy!

When I call myself a lifelong entrepreneur, it’s a true story! This is my first foray into the business world. I will call it a beverage business; it’s a lemonade stand I had on Martha’s Vineyard. The location was amazing. People would bike from one end of the island to the other to get to the famous Gay Head cliffs; my lemonade stand was right at the point where they were going to be super thirsty. This photo was taken by Carly Simon’s brother, Peter Simon, who was a famous photographer, and this photo was published in his book On the Vineyard (1980). You can tell which kid is me by my “Shop Keeper” stance. I had a great leg up in the business world as my low-cost overhead for this business was helped tremendously by my Grandfather, Hans Stibolt, who was the president of a paper company, so all of my paper cups were free!

I made great summer money running this business; I just wish I had invested the proceeds in a good S&P 500 Index Fund!

Many years later, we hired Peter Simon to take some family pictures for us. My sister made the arrangements, and Peter showed up at my Grandparents’ house on Sengekontacket Pond in Oak Bluffs in a flowing white “pirate shirt” and barefoot. He had a 24-exposure roll of film, and my sister asked, “Is that all you are going to take?” and he said, “Yes.” Every photo was a winning shot.

Hiring professionals who have a proven track record and might not be the “cheapest guy in town” can be an extremely worthwhile strategy. Read my “Smoke Test” story for more interesting lessons on why you should hire the best, most experienced, and probably the most expensive photographer, consultant, plumber, or company for your needs.

A slow paced profession by Peter Simon from the book On the Vineyard (1980).jpg

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