I have given talks about Debain Gnu/OpenBSD on DebCon 1 and Linuxtag 2001. Beside getting many more signatures on my debian key, I think I was also able to win some peoples sympathy for this efford.
please find the link to the slides and questions and answers here: (look for openbsd) http://www.niksula.cs.hut.fi/~ateras/travel/debian_conference/ I also found it very encouraging that the hurd people (really both very bright and friendly) are facing similar problems then I do (regarding their port) and it looks like we can work together on some of the issues.