Right? We've seen him as The Masked Marvel, the WW 1 Flying Ace, Joe Cool, various sports heroes including a
very volatile tennis player, and a vulture among others. Never once did I see a series of strips where he owned a modest Ice Cream truck business. Monty from Robotman and Monty, sure. Just never Snoopy. He's more of a patron of the Ice Cream Truck type.
Though I haven't read every strip obviously. I just don't think Schulz would have given him something
that mundane.
Here's a short snippet of an episode of Transformers. When I first watched the entire episode I fell off the chair laughing at this. So even in context it's kinda weird.
Seems like something the Simpsons would do in a Transformers parody. But it's
totally in the series.