Staff Favorite Moments: Producer Josh Weintraub | Letterman

The Letterman researcher and segment producer looks back at some classic Late Night moments, Richard Simmons' confession and more.
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Welcome to the Letterman TH-cam Channel, home to all your favorite clips from Late Night and Late Show - as well as conversations with the writers, producers and performers who helped make it all happen. And for those of you who like Miscellaneous, you may very well find some Miscellaneous here.

[@kstepko]

2030 is only 6 years away at this point, and Josh has barely aged. He IS cursed with eternal youth!

[@SeanAllocca]

Staff Favorites are the best part of the channel. Thanks to all involved in putting these out. I'm talking to you Gaines!

[@lnzeloh]

💯

[@texashammer4]

SOOO GOOD! 🎉 Really enjoy these.

[@jedblaugrund597]

PLEASE post the full collection of Richard Simmons appearances. Calling Don Giller!

[@KungEMuller]

Wow! Josh did a great job helping David Letterman out with his time on late night TV. This is pretty amazing.

[@toucansam3]

1:13 - Love how the manager comes through the door and you can she that she immediately recognizes Dave.

[@keithfulkerson]

Brother Theodore was a trip.

[@Pellsenberg]

The lady acting with MJF is Lois Maxwell… none other than the OG Miss MoneyPenny!!!

[@17tubemaster]

I got to meet Richard Simmons a couple times in the early '90s through my work and he was the nicest guy and always willing to do anything for us. I never understood why Dave treated him the way that he did.

[@RideAcrossTheRiver]

I think it was the other way round.

[@robatsea2009]

I knew of Brother Theodore before seeing him on "Late Night with David Letterman", but man....those appearances were pure gold! Definitely familiar with "King of Kensington" while I was growing up, but the first show I watched Michael J. Fox on was a little comedy produced in Vancouver called "Leo and Me", where he starred opposite Brent Carver. That clip used here (and in the show) was a program titled "The Witch of Westminster Crossing" (love the Kelowna reference in it), where Michael is playing opposite Lois Maxwell - the actress who played Miss Moneypenny in the original James Bond films from 1962-1985.

[@MrGpschmidt]

The Ban-Lon shirt comment is still *chef's kiss

[@RideAcrossTheRiver]

Like what was he, an Apollo astronaut?

[@Chrishm0]

The King of Kensington was HUGE

[@RideAcrossTheRiver]

What a guy!

[@kstepko]

Fantastic theme song too!

[@RideAcrossTheRiver]

@@kstepko HE'S THE ONLY KING AROUND WITHOUT A BUUUUCK!

[@biff1786]

I wonder what Herman McDonalds is doing today.

[@daniellecyr6169]

I was under the impression that "McDonald" was his middle name because he was born in the restaurant. (It would seem improbable that a lady working at McDonald's just happened to have the last name of "McDonald".)

[@davewestner]

His final answer was pretty clever. Not the bit, the answer to the question he was asked.

[@privatehand]

WAZZZUUUUUUUP!

[@CardCollectingDuo]

Love these stories. I knew Josh in college and he was hilarious, the funniest person I have ever known personally. Happy to hear he has had a successful career in comedy.

[@MissylovesTrouble]

More Richard Simmons!!!!

[@SurLaMer_]

The bit when Richard was in a turkey costume with Dave shooting a fire extinguisher at him

[@SheldonT.]

Thats MJ Fox on the Beachcombers!

[@kstepko]

It’s a 1978 movie called “Witch of Westminster Crossing”.

[@SheldonT.]

@@kstepko I stand corrected. He was on the Beachcombers, tho. I just assumed it was that clip.

[@flojdtube]

Great tip at the end there for a "2 birds with 1 stone" deal for any aspiring Late Night host assassins.

[@hinthegroove9740]

Good stuff 😊

[@BearbearbearbearbearbearRarrrr]

Baseball pitch is New York Monty Python at its best.

[@dallastrujillo7540]

Very funny! Thanks for sharing.

[@oldmoviesinbwwithsubtitles3501]

Brother Theodore was a god to me...

[@kstepko]

I always wondered how Dave could come up with so many different kinds of pie on the spot!

[@christopherramon-reid9841]

Wow! He reminds me of Bruce McCullough from Kids In The Hall

[@unitoolzee]

I find his zoom background to be unconvincing. 😊

[@pablovonpablo]

pete thownsend is a jackwagon, among other things, and a run of the mill musician.

[@alexplorer]

Thank you, Josh, for reminding us all that Richard Simmons is the greatest living American as well as providing additional evidence that Kathy Lee is the worst. The absolute worst.

[@imtheman4805]

Now we finally know why Frank was happy to leave this world and pass with a smile on his face😁

[@christophermiller3031]

@1:36 mascot sandwich

[@bugvswindshield]

Micheal J Fox.
An American Treasure.

[@paulkevinkoehler9490]

I know that that's Pete Townsend's schtick, but what a waste...

[@RideAcrossTheRiver]

For charity.

[@JJStetson]

That's what John Hiatt said.

[@Squidbillies1000]

Thank you for Flunky

[@otisdriftwood1697]

If you think that's funny you're sick 😖