Thanks for the reviews, I've been looking at Wolverine boots myself and it's always nice to see more pics besides the web site. You're right that the Montgomery looks a bit less clunky, despite the lug sole.
I think the other Wolverine boot I checked out (at the Tannery in Boston) was the Darby, which seemed a little dressier than the 1000 Mile or Montgomery. Pretty sure it's also made in China...did you notice much difference in quality between the US and Chinese-made boots?
I have both the Montgomery and the 1000 Mile Boot in front of me right now. They both show very good attention to detail. The Montgomery has a lot more padding and lining but other than that both boots are high quality.
Update time. It's been a little over two weeks and I still think that the Wolverine 1000 Mile boots are the best fit for me in style and comfort. However, I did listen to the advice of some postings on the forum and gave the Gentlemen Travelers a chance to break in. After the addition of a TACCO leather insole (european size 44) and cushioned Docker sock, the Gentlemen Travelers are now a great boot to wear. It took about four days of wearing but I'm happy that I stuck with them.