Through 2017 season
Winningest MIAA Coaches
(By League Championships)
| Titles | Years | MIAA Record | |
| Ray Smith, Hope | 9 | 25 (1970-94) | 91-28-6 |
| Pete Schmidt, Albion | 9 | 14 (1983-96) | 56-11-3 |
| Frank "Muddy" Waters, Hillsdale | 6 | 7 (1954-60) | 41-1-0 |
| Royal Campbell, Alma | 6 | 15 (1921-35) | 48-17-5 |
| Dean Kreps, Hope | 6 | 21 (1995-15) | 84-41-0 |
| +Craig Rundle, Albion | 6 | 21 (1997-17) | 84-46-0 |
| Morley Fraser, Albion | 5 | 15 (1954-68) | 59-22-0 |
Hardiest MIAA Coaches
(By League Seasons)
| Seasons | Years | Overall | MIAA | |
| Ray Smith, Hope | 25 | 1970-94 | 148-69-9 | 91-28-6 |
| Dale Sprankel, Adrian and Albion | 22 | 1923-46* | 55-51-7 | -- |
| Dean Kreps, Hope | 21 | 1995-15 | 110-96-0 | 84-41-0 |
| Jim Cole, Alma | 21 | 1991-11 | 114-90-0 | 68-53-0 |
| + Craig Rundle, Albion | 21 | 1997-pres. | 122-91-0 | 84-46-0 |
| Jim Lyall, Adrian | 20 | 1990-09 | 98-87-1 | 56-57-1 |
| Phil Brooks, Alma | 20 | 1971-90 | 98-84-0 | 46-53-0 |
| Ed Baker, Kalamazoo | 19 | 1967-89** | 62-96-4 | 29-63-3 |
| Dwight Harwood, Hillsdale | 19 | 1927-45 | 67-44-12 | 37-30-11 |
| Chet Barnard, Kalamazoo | 17 | 1925-41 | 64-52-8 | 38-32-12 |
| Russ DeVette, Hope | 15 | 1955-69 | 62-64-1 | 41-38-0 |
| Morley Fraser, Albion | 15 | 1954-68 | 81-41-1 | 59-22-0 |
| Royal Campbell, Alma | 15 | 1921-35 | 60-47-9 | 44-21-5 |
* Coached at Adrian, 1923-35 and at Albion, 1936-46.
** Coached 1967-83 and in 1988-89 seasons.
+ Active Coach
