Posted on 02/01/2026 11:50:08 AM PST by PROCON
Seinfeld had quite a few memorable supporting characters who, time and time again, would cross paths with Jerry. And, for the most part, the interactions were more awkward or adversarial than pleasant. For instance, rival comedian Kenny Bania. Or Jack Klompus, his parents’ neighbor at Del Boca Vista. Then there’s Bryan Cranston’s Tim Whatley, dentist and re-gifter extraordinaire. Other examples include the vengeful Joe Davola and…Newman! And outside the aforementioned postal worker slash neighbor of Mr. Seinfeld, the best of these recurring characters is none other than Uncle Leo.
Uncle Leo is the type who is always there when you don’t feel like getting into a conversation. A long conversation, at that. But if you try to depart that droning, mostly one-sided conversation early, you’re rude. So where did this character originate? With a “Pony Remark.”
First off, Len Lesser brought such a gentleness to Uncle Leo that it was impossible to hate him, but it was easy to be annoyed by him. And it’s easy to see why, after Season 2’s “The Pony Remark,” he made at least one appearance per season up to and including the divisive “The Finale Part II” in Season 9. He’s the most endearing character outside the core four and Newman.
As mentioned in the intro, Uncle Leo (his preferred full name, going so far as to sign it on a package meant for Jerry) is a conversationalist. He’s just not a particularly interesting conversationalist, oscillating between pointless blathering gossip and complaints about mundane issues that are typically solved with ease. That is when he’s not talking about “Cousin Jeffrey,” who apparently is such an overachiever in the Parks Department he never even gets a chance to pop up in the show.
(Excerpt) Read more at comicbook.com ...
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Uncle Leo was the best…
He tried to shoot The Outlaw Josey Wales!!
He and his nephew (?)
I hate those guys 😁
That Redleg turned him Every Which Way But Loose!
everybody gets got
He always wanted to face one of them pistol fighters!
I was laughing out loud just reading that article. Uncle Leo was great.
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Mail fraud! Uncle Leo?
Hello!
Love Seinfeld. Still watch the reruns.
(From “The Outlaw Josey Wales”.)
Oh, and Lesser enlisted in the United States Army the day after the attack on Pearl Harbor. Quite a guy.
I just saw Uncle Leo on an episode of Everybody Loves Raymond!
I like when Josey spits on Uncle Leo’s forehead and says “buzzards gotta eat, same as the worm.”
one of my favorites
Jerry: Anyway, I wanted to talk to you about Dr. Whatley. I have a suspicion that he’s converted to Judaism just for the jokes.
Father: And this offends you as a Jewish person?
Jerry: No, it offends me as a comedian. And it’ll interest you that he’s also telling Catholic jokes.
Father: Well.
Jerry: And they’re old jokes. I mean, the Pope and Raquel Welch in a lifeboat.
Father: I haven’t heard that one.
Jerry: Oh, I’m sure you have. They’re out on the ocean and, yada, yada, yada, and she says, “Those aren’t buoys.” [Father starts laughing] Father.
Chief : "I noticed when you get to disliking someone they around for long neither.
Sadly the majority of FReepers on the Seinfeld ping list haven’t posted here in years.
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