On the OpenBSD Wikipedia page, many of the screenshots are about five years old. About a year ago, someone posted in the discussion forum about updating the photos but they have been the same since. I replied a few days ago saying I'd do it with no objections, so here are the old and proposed new screenshots. Let me know what you think and if I should adjust or change anything in any of the new ones. I also have a link to this post on the Wikipedia discussion section for the OpenBSD page.
Old:
JWM screenshot
New:
GNOME screenshot
(Note: I decided to switch JWM with GNOME since it is used more and would give OpenBSD an image of being workstation-friendly and not only minimalist.)
Old:
OpenBSD 3.8 booting
New:
OpenBSD 4.9 booting
Old:
OpenBSD 3.8 fvwm
New:
OpenBSD 4.9 fvwm
Old:
OpenBSD 4.4 Xfce
New:
OpenBSD 4.9 Xfce
Updating the usage survey graph near the top of the wiki might also be useful if a more recent survey has been/can be done.