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Seems like a sensible approach. I gave a pretty big pair of plastic bags of tech T-shirts (some/many never worn) to charity over the holidays. I still have far more than I will ever wear (much less need). I guess one could imagine someone wanting to make a museum display of old tech T-shirts at some point but the reality is that physical storage is expensive.
One of my favorite Python people recently collected all of her swag t-shirts and made quilt out them. The end result was beautiful and functional.
What a great idea. Given my lack of sewing I can't imagine ever doing this myself but it would be fantastic.

[Edit: OF COURSE, this being 2016, you can apparently get this done for you :-) Although it's not cheap.]

Quilts are a ton of skilled work, but they're beautiful when finished. My mom made the quilt pictured below for my brother out of more than 25 years of annual shirts from a particular Aikido camp.

http://www.designtools.org/pix/DSCN0028.png

Of course, I doubt my mom would be too keen on making me a quilt with the "Bianca's Smut Shack" shirt shown on Jason's site, and I doubt any protests from me about it being "a part of web history" would win.

EDIT: Failed to spell Aikido properly, again.

Nah. If you want a functional quilt, you have to make it from T-shirts from Haskell conferences.
Ouch, each time I look at this site my eyes hurt.