I exchanged some e-mails with him because I was writing a series on writing a Ruby compiler in Ruby at the time (now self-hosting but woefully buggy and incomplete still; I pick it up now and again, but it's very much a slow-burn hobby project) and met him at Brighton Ruby after that once. He seemed like a very nice guy (and his very kind - given the very incomplete state of it - overview of my compiler as part of reviewing other Ruby implementations is still something I cherish)