When I saw that shirt.

Hysterical!

Let me know if you go to print on them.

1) You’ll have to check and see if Howry has any objection to using his picture and name.
2) Although I doubt it, you’ll have to check and see if anyone has copyrighted or trademarked that expression.
3) Assuming the phrase isn’t copyrighted or trademarked (once again, I doubt this) you may want to do it.
4) You should check with the Cubs to see if they hold some kind of exclusive right to using the Cub hat on the shirt.

I know I’m being overly cautious, but better to be cautious, then get burned later.

I don’t think I’d want this shirt. It’s too obscure here in Denver. I’d love to get a “Bleed Cubbie Blue” shirt, though I know it was a hassle last year for whomever shipped them.

Saw it last week by the mass of humanity outside the red line

Although it looks very goofy, the real humor involved is way too subtle. There are multiple layers of information and context that the viewer needs in advance in order to “get” this shirt. Very clever, but I can’t see it being too commercial.

...I would think you to have at least a moral obligation to get SWL’s permission to use the artwork design. This one’s pretty obvious, so I’m guessing you already have or else you wouldn’t have gone this far yet.

Still, the way the diary is written (especially the * disclaimer) leaves open the possibility that SWL has not signed off on the selling of the shirts, so if that’s the case, and if this effort goes farther, then I would hope SWL has a say in this.

Tell him your story, ask him about a charity and then do it. This way you’re covered. If he’s for it and he can specify a charity and to boot – perhaps – match the monies received through purchases upto a certain point, you’ll not only have a chance to make a hit with him, you’d be covered.

On the subject matter question, yes I’d buy one. In fact, I’d get two…

how did you get the 62 to look correct? What’s the name of the font?