Lots of good suggestions. I'll add two more.

Danner Special Forces Recon boots are very highly rated and expensive, but they have that certain all-business look and feel that I like. Suggests the wearer knows a thing or two and is prepared to step up to the plate when it comes to footwear.


An alternative to the boot Rex introduced above in this thread, without the strap and much less than the Special Forces boot shown above is the Rocky Zipper Paraboot. It has an all-business look about it as well.