He became the club's assistant pro five years later, and after his graduation from high school, was promoted to head professional in 1923, where he remained until 1971.
He coached the following members of the World Golf Hall of Fame: Tom Kite, Ben Crenshaw, Mickey Wright, Betsy Rawls, and Kathy Whitworth.
Other outstanding players coached by Penick include: Sandra Palmer, Judy Kimball, Wes Ellis, Terry Dill, Don Massengale, Rik Massengale, Davis Love Jr., and Ed White.
During his final illness, he gave lessons from his deathbed to longtime student Ben Crenshaw.
The day after serving as a pallbearer at Penick's funeral, Crenshaw began play in the 1995 Masters Tournament.