Character Actor ID.

Vincent Gardenia, who played a bespectacled mobster in M:I, is actually wearing a pair of glasses in his IMDB profile pic…

Anthony Caruso did an iconic episode of Star Trek as a mob guy who wore glasses.

Those are all good guesses. And It’s not David Brian who played John Gill in the classic ST ep “Patterns of Force” either. But he kind of looks like the guy too.

E-DUB, could you, in one post, list all the actors suggested so far and your reaction to each of them? For each one, tell us in what way they do or don’t resemble the actor you’re thinking of. This thread has gotten very confusing, so it’s hard to tell what your reactions to all the actors listed are.

Abe Vigoda?

Bob Gunton played the Warden in Shawshank Redemption.

Why don’t you go to IMDb and look at some full cast lists of late '60s–'early '70s TV shows, starting with TOS and M:I? Odds are, he’s on one of them.

That guy! I was going to mention him but couldn’t immediately recall his name.

OK-to recap:

Herbert Anderson: Way off. Too nondescript.
William Schallert" Way off. Too mild-mannered.
James Daly: Close, but no cigar.
James Gregory: No. Hair too dark.
Lew Ayres: Good guess. But too mild-mannered.
Vic Perrin: Good guess.
Anthony Caruso, Vince Gardenia: Too ethnic.
Steven Tobolowsky: Too recent, bald
Bob Gunton: Too recent
Abe Vigoda: I’d know if it was him.

I’m gonna go to IMDB and do full looks at the ST and MI casts. Just to see if I can find the needle in one of those two haystacks.

John Vernon was the mayor in Dirty Harry and Dean Wormer in Animal House.

ETA: His screen debut was as the voice of Big Brother in the 1956 version of 1984.

How about William Windom? I forgot if he’s come up.

Probably not correct, since he was also bald, but John Fiedler?

No, no, and no. I should point out that I’ve seen every episode of ST:TOS probably dozens of times as watching it was a daily dorm ritual. That takes out Fiedler and Windom. Vernon, I’d know right away. All these guys are too prominent. Go more obscure. And I did check the listing for ST:TOS and MI. (God, those pictures are small.)

Joseph Campanella

Martin Balsam

Christopher George

Peter Mark Richman This guy looks like a mob accountant.

Richard Bull

Here are some lists of actors whose faces are recognizable but whose names are often forgotten:

https://stars.topix.com/slideshow/15709

http://www.460xvr.com/tg/not.htm

For the Star Trek connection and a mob lawyer look: Arthur Batanides?

If not Richman, then surely Al Traina…!!!

(the undying thread: Challenge! Who is the man sitting with all the stars on Johnny Carson? - Cafe Society - Straight Dope Message Board

Richard Herd, maybe; although I don’t recall him wearing glasses.

Ray Walston?

Herd is too hefty. Betanades was a good guess, but not gray haired. Noticed Edward Andrews on there, he’s close but not a winner. And no to Ray Walston (Come on. I know Uncle Martin.)