For the past seven decades, Chipola College has been home to legendary coaches. Through the years, these coaches have established the great baskeball tradition at Chipola and served as the gatekeeper.
Milton H. Johson (1961-93)
Before retiring Coach Johnson netted his 800th win of his career
| Years at Chipola | Head Coach | Record at Chipola | Pct. | Best Season | |
| 1947-1948 | Roy Beall | 13-6 | .684 | 13-6 in '47-48 | |
| 1948-1949 | Charles Fields | 10-12 | .450 | 10-12 in '48-49 | |
| 1949-1950 | A.D. Neal | No Intercollegiate Schedule | |||
| 1950-1952 | Laz Lewis | 15-20 | .429 | 8-10 in '51-51 | |
| 1952-1956 | Bud Burger | 98-15 | .867 | 27-3 in '54-55 | |
| 1956-1961 | Jim Pavy | 97-53 | .647 | 23-10 in '56-57 | |
| 1961-1993 | Milton Johnson | 628-327 | .657 | 30-5 in '73-74 | |
| 1993-1994 | Kermit Davis | 27-5 | .840 | 27-5 in '93-94 | |
| 1994-1995 | Bob Stinnett | 22-8 | .733 | 22-8 in '94-95 | |
| 1995-1996 | Monte Towe | 13-17 | .433 | 13-17 in '95-96 | |
| 1995-1999 | Carl Nash | 59-29 | .670 | 23-7 in '97-98 | |
| 1999-2003 | Ryan Cross | 80-42 | .656 | 23-9 in '02-03 | |
| 2003-2004 | Chris Jans | 32-5 | .865 | 32-5 in '03-04 | |
| 2004-2009 | Greg Heiar | 164-15 | .916 | 35-2 in '07-08 | |
| 2009-2012 | Jake Headrick | 67-22 | .807 | 25-6 in '10-11 | |
| 2012-Present | Patrick Blake | 52-11 | .825 | 26-5 in '12-13 | |
| Overall | 66 Years | 1377-587 | .701 |