While a sophomore, Wells and a classmate had the opportunity to buy an old
World War I Jenny for
US$600. Neither he nor his classmate had pilot's licenses, so they came up with a scheme to buy the plane and rent it out for rides and flying lessons. This enabled them to pay for the plane and fund their own flying lessons. Both of their parents had previously refused to pay for flying lessons. They had learned that Princeton had a policy that students whose parents had difficulty raising tuition could postpone payment until the end of the semester. Wells and his friend informed the school that their parents were struggling financially and used the tuition money their parents gave them up front to buy the aircraft. They offered their plane for lessons and rides, charging $25/hr, paying an instructor $10 and keeping $15 to pay off the airplane and their tuition. Customers were drawn from a "sucker list" of upperclassmen that they also used for bumming car rides to the airfield. During spring break, Wells found himself alone at the
Hadley airfield more than 20 miles away from the college with no money and no ride back to school. He waited until dusk, but no potential ride showed up. He was determined not to walk the distance back to campus. With only four hours and 20 minutes of flying instruction he decided it was time to solo without an endorsement from his instructor. He started the airplane, flew to Princeton and landed in a field frequently used by
barnstormers. According to Wells, "the Dean got excited because Princeton sophomores were not supposed to have motor vehicles". Fortunately, that stunt did not get him suspended, but the incident was noted by the
New York Times as a box story on its front page. It was from this that Well's father learned that he had purchased the Jenny. Wells said his parents did not force him to sell the airplane. "They were resigned to the fact that if I was going to be in the airplane business, I should learn to fly. But they didn’t exactly like the way I was doing it." By the end of the semester, the pair of students had not raised sufficient funds to pay for tuition, so they were forced to sell the Jenny for the $600 they had paid for it. ==Aviation career==