I had to look it up, it’s a russian oligarch named Gretkov, played by the guy who was Rasputin in Hellboy. Who could be on this list, except I guess he is more like the “Big Bad” rather than henchman.
The Bourne movies generally had great casting for the villains. Apart from Urban my favorite were Chris Cooper as Conklin in Identity, but again, more henchman-employer than henchman. Martin Csokas has a small but memorable appearance in Supremacy as another former super-agent who is captured by Bourne, but almost gains the upper hand after an extremely intense fight in a small apartment.
In Star Trek: Deep Space Nine, Damar starts off as a henchman of the main antagonist Dukat, but later takes a more prominent role after Dukat goes off the rails, and finally gets a noble and uplifting redemption arc encompassing the end of the series.
If you can extend your definition of henchman down to the level of mook, you should pay attention to the bit-part bad guys in movies written by Shane Black. He always gives us fun mooks.
Case in point, the guy in Iron Man 3 who immediately surrenders to Tony, saying, “I always hated working here, these guys are so weird!”
I always liked the dynamic between Antoinette and Dr. Loveless on, “The Wild Wild West,” but it was tough to not let my mind wander to a darker place, IYKWIM.
In The Good, the Bad, and the Ugly, Tuco (Eli Wallach) spends some time working with Blondie (Clint Eastwood) running some scams. Wallach is fucking awesome, and completely owns that movie, so I don’t really see him as a henchman. But if he was a henchman, he’d be the best one ever.
Similarly for Angel (Stuart Margolin) on The Rockford Files. For one thing, I don’t know if good guys have henchmen. Rockford spent about half his time on the wrong side of the law, and he could usually twist Angel’s arm enough to get him to come along. So, again, I don’t know if Margolin was a henchman, but whatever he was, he was great at it.
[Butt-Monkey](https://tvtropes.org/pmwiki/pmwiki.php/Main/ButtMonkey): Nodwick, whose job description involves carrying extreme weights, suffering abuse, and being completely expendable. To put this in perspective,Nodwick is hired ostensibly to provide someone who can carry things. However, the less morally constrained members of his party put him to other use:
It was Yeagar. who pioneered many of the techniques in henchman use that adventuring parties use today. Far from relying on hirelings as mere human shields, he demonstrated their employ as projectiles, bait, door-jammers, and flotation devices.
I got lucky: didn’t realize there was a boffo trailer to be viewed until after I posted; thought it was just a clip and the 6 or 7 of us who’ve seen Burnt Offerings would just say, Yeah, Anthony James, I remember him as the Chauffeur. Creepy.
That’s one of my favorite movies (though with one fewer “g” ), and while Farrell’s and Gleason’s characters are absolutely henchmen, Fiennes’ character is a crime boss, and thus, not henchy, IMO.