Fifth Element
Legend
How did I never notice this before now? The dude pictured on page 5 of the Mentzer Basic Dungeon Masters (no apostrophe) Rulebook is the same dude on the cover of the 1E Dungeon Masters (also no apostrophe) Guide.
The cover of the "orange spine" DMG is by Jeff Easley. He's also credited ad an artist in the Mentzer's Basic DM book, so it is likely that he's also done the other piece.It seems he's changed keys in the intervening time as well.
Are these by the same artist? If yes, it's very possible said artist just used the same person each time as a model.