Bill Cummings never aspired to be a billionaire—and never acknowledged he was one until long after it happened. That’s because it is not money that motivates him, but rather the immense enjoyment he gets from building and growing successful businesses. He thrives at being an opportunist and believes that this often-misunderstood trait is one of the key characteristics of successful entrepreneurs. They see opportunities where others overlook them. And they act swiftly to adopt them before someone else does.
Although perhaps not intentionally, Bill’s parents encouraged his entrepreneurial nature by instilling in him the desire to "get ahead" and to become "somebody." His father painted houses, raising a family in a one-bedroom apartment atop a liquor store and a taxi stand on the outskirts of Boston. Bill’s mother was a neighborhood fixture, building friendships as she knocked on doors to collect coins for large charities that once operated that way.