Reticent would be one way to describe the tone Adam Wexler takes in describing himself as a “serial entrepreneur.” Although his aversion towards the description is palpable in our conversation, he can’t help but to use the phrase twice because it couldn’t be more apt. Just 30 years old, Wexler has been involved in creating five startups including the social relationship intelligence platform InsightPool. Last summer Wexler, along with his co-founder, was examining the role of fantasy sport commissioner and how it was “the most thankless job in the world.” Born from this realization was SidePrize, where he now sits as CEO.