I had met Doug outside the Fox Theater in Boulder and asked about doing one, he was game, and gave me his address to send the questions to, so I did. When I do these, I try to include a 'thank you gift' to the person doing it. I sent Joe Matt $5, I sent Seth the uncollected Salinger, and so forth.
I sent Doug an orange shirt with Kurt Vonnegut's face screened on it, with a bunch of questions & return postage, but never heard anything back. A couple years went by and a buddy of mine emailed to say she had just seen Built to Spill in Portland, and Doug was wearing a Vonnegut shirt. She didn't know I made the shirt, just that I was a Vonnegut freak. So I did some Google image searching and found a bunch of pics of Dough wearing my shirt. Neat-o!
Here's a nice video of the band, with my shirt heavily featured, six years after I sent it to him. I did a decent printing job -- it's holding up pretty well!