i work in IT too...
i've got a pair of clarks like the ones above in a darker color for my brown casual shoe.
for my "manly boots" i have these ll bean boots.
doc's just don't feel right anymore and will throw you in a group of weirdo's and kooks at work that is kind of similar to the "used to skate" kind of vibe. it's the staple for the fat bald guys with goatees who "only rock the brown ones these days" and balding goth guys who are holding onto their pony tails.
and for when i need to go one notch higher than business casual i have these prada loafers. you don't have to go with prada or gucci or one of the big name brands, the lower brands all have loafers and copy the styles of the high end brands so you can get in where you fit in. you do get what you pay for though and my pradas have been really comfortable and lasted for over 5 years while never had a good experience with kenneth cole shoes. but brands like kenneth cole have the same styles for way cheaper. i actually like having one pair of high end shoes because i'm a consultant and i think it's good to have a little "i get paid" flair when interacting with clients and i don't wear watches.
and then if you get into laced shoes you are offically no longer casual...