Craig Cutter graduation from Milan High School in 1979 as his school's all-time leading scorer, where he amassed 1,502 points over his four-year career as a varsity starter.  Cutter scored 30 points in a single game as a freshman and went on to repeat that feat multiple times in his gold and black uniform.  He was the the team's leading rebounder during his junior and senior seasons, and he averaged 21.5 PPG during his senior year while leading the Indians to the sectional championship game.  It is said that Cutter was always tasked with guarding the best player on the opposing team.

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Stats as impressive as these led to several honors for Cutter.  He was named to the All-Sectional team three years, the All-County team three years, the EIAC All-Conference team his senior year, and an Honorable Mention All-State Academic team his senior year.

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Cutter earned 13 varsity letters at Milan High School, including four each in basketball, baseball, and football, and one in cross country.  Prior to graduation, he received letters of interest from several esteemed colleges including IU, Purdue, Notre Dame, and Duke, among others.

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Cutter went on to play three sports in college.  He received an appointment to attend West Point for his freshman year where he played football.  Then, he transferred to Otero Junior College in Colorado where he played both basketball and baseball.  There, Cutter played in the Junior College basketball national tournament.

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Craig and his wife, Dawn, have five children - Lauryn, Zach, Trish, Amy, and Brad: and also seven grandchildren.  His family currently lives in Canon City, Colorado where Craig has worked for Black Hills Energy for 38 years.