Maybe the 200 HP Ranger powered version is more palatable?
Rangers are almost as archaic as a Gipsy in their design, they don't leak as much perhaps but they burn more oil than their fair share. Overhead cam though, which is neat.
Harold Krier and Art Scholl both flew their Chipmunks in the WAC in 1966 and 1968. Here is Harold Krier
https://www.iac.org/hall-fame-1989-harold-krier with his plane:
Bill Lumley's plane (he apparently originated the enlarged rudder)