Heffelfinger originally planned to attend the University of Minnesota, but in May of his senior year in high school a local Yale alumnus who recognized his athletic talent convinced him to play for Yale instead, and tutored him so he could pass the entrance exam. On Heffelfinger's first day of freshman practice in 1888, the captain of the varsity team, "Pa" Corbin, spotted him on the field and gave him a position on the varsity line. According to Corbin, during Heffelfinger's first year, in spite of his skill, the freshman from the Midwest was not sufficiently ferocious for the Yale style of play until Howard Knapp, one of the graduate coaches, motivated him by an unusual method:
