He wasn't a good friend of the cops because he was a member of the rastafari religion, that wasn't accepted yet at Jamaica in the 60's. (because of the marijuana etc.)
"Don D.", were also a sick man, depressed, killed his girlfriend, Maquerita, came behind bars and died there. Don Drummond wrote many melancholy songs.
This famous and accepted trombone player and rudeboy, was a big notable man, that wrote some of the greatest tunes of the Skatalites ever.