I like the "Design a Rally Towel" PT from the SMJHL last year - takes a little bit of time/effort to do, but is creative and anyone can go to CustomInk and mock one up. I have no idea how to make the graphics/sigs, but this was easy enough for me to do and a bit of fun with it. So things like designing swag/hoodies/hats/alt. logos/whatever would be fun.

Although too many of those would get repetitive and people could pretty easily repurpose a hoodie design into a hat with minimal effort.