Dave Is Elaine Stritch's New Pool Boy | Letterman

[@nickahlers7098]

Elaine is beyond brilliant in this sketch, completely playing it straight, which makes it even funnier. This woman was such a force of nature.

[@Norvo82]

Let's get one thing straight skippy: what a force of nature Elaine Stritch was :-) Owning the show the moment she stepped on stage, like she owns the place. Just brilliant.

[@pchinnIII]

Man, that is what is called "presence". Elaine Stritch speaking. That was impressive

[@RonMotta1972]

This is peak Dave - totally random, unexplained and completely funny,. Plus, it’s freaking Elaine Stritch.

[@jamesmcinnis208]

In what way is this "totally random"? It's a skit.

[@ciaransammon]

Elaine Stritch is an ICON. I cannot believe that I just tripped over this! It’s magical.

[@robjack2804]

Genius at work. Stritch's paw prints all over the writing too; who else could come up with drawing room comedy schtick? God, I miss her. The woman was an EVENT.

[@kuklafranandollie]

Elaine is fantastic in this, but I doubt she wrote it.

[@ah7910]

Why?

[@davidrogers06]

I saw this clip years ago and loved it. Then it disappeared. Thank you for bringing it back. It’s my absolute favorite!!!

[@georgeabud8320]

No one better than the great Elaine Stritch

[@badad0166]

I love how they finally figured to hold the door for her. Making a lady go through a crash bar, I mean really. Loved her embellished pickups and waiting for the audience beats. She played it just right. Of course.

[@JayRock21122]

Miss this Awesome Lady! Loved her performances on 3rd Rock From The Sun, 30 Rock and the Movie Screwed.

[@zatransis]

An excellent bit with two legends. Peak television.

[@tristramcoffin926]

One of the truly greatest moments ever on late night television

[@divatalk9011]

The total random chaos of this absurd clip is wonderful. More importantly, Elaine doesn't play this for comedy, she's deeply sincere. She plays this like a dramatic piece, which makes it far more hilarious.

[@ruhamakarp6182]

How great! Elaine Stritch on Letterman. Hilarious.,

[@dmlevitt]

Elaine Stritch is so great.

[@judydoyle1124]

"Let's get one thing straight, Skippy!"

[@Koldeman]

This is classic, vintage Elaine: piss & vinegar spewing violently from every pore, offset by moments of softness & vulnerability, abruptly & jarringly searing a dose of fear in your soul...and all of it with a HUGE laugh! What a dame!

[@WanderingUkes]

That was wonderful to watch. Great actress ! Dave's reaction 🤣. Miss him every night compared to what we have now.

[@lkbwheewhee53]

Delivered completely 100% straight! She was a pro.

[@rhuephus]

I've never seen this one ... one of the funniest clips

[@mkkp1308]

You're not a kid anymore, Skippy. I don't think you'll ever be a kid again, kiddo.

[@briankooker2627]

She's tall enough to be your Mother........

[@PeaceCommando]

Elaine Stitch brings her projecting voice and classic melodrama to the Late Show. I remember this hilarious montage, and came here from watching 30 Rock

[@PhilAlumb]

Extraordinary ELAINE STRITCH!!✨❤️‍🔥

[@kevinivers]

Just another example of Letterman’s genius. Instead of having her as a guest, they wrote an episode-long bit for Elaine Stritch and she delivered it in spades.

[@MissylovesTrouble]

LEGEND! I can't believe i forgot all about Ms Stritch sketch on here. Is this where Dave started to use the name "Skippy" a lot.

[@mmjhcb]

That's how a legend does it!

[@AnotherBuddha]

Omg how funny! I love the David Letterman show!

[@mischiefmikeyo]

Reminds me of the character she played in the movie Screwed, hilarious

[@DanCohoon]

Jack's Mom on 30 Rock. Comedic Genuis

[@cathynewyork7918]

You wrote on this video a year ago that Elaine Stritch was Jack's Mom on 30 Rock. Are you aware that for decades, Elaine Stritch was a leading lady on "live" theater on Broadway here in New York City. Her work on 30 Rock was kind of a retirement after-thought after a distinguished career on Broadway.

[@shelleychavez1986]

Elaine Stritch was and will always be the best, last true “broad” there ever was! She, of course, nailed this. I will always love you, Ms. Stritch! Thank you!

[@johnwriter8234]

. "Dear Penthouse"... .

[@SniffyPoo]

this is genius

[@johnscanlan9335]

It's so very sad - pitiful actually - that there are other commentors here who just don't get the satirical wit displayed in this video by the forever outstanding Elaine Stritch!!!

[@victorianelsen3061]

NO ONE was better than the incredible Elaine Stritch !!!

[@donaldewert2332]

I'm reading her book, Still Here, what a hoot!!!

[@susanheisler5927]

Great acting great characters

[@doderiolarkisso4038]

loved her in 30rock

[@cathynewyork7918]

You wrote here 2 years ago that you loved Elaine Stritch in 30 Rock. Are you aware that Elaine Stritch had a huge decades-long career here in New York City in "live" theater on Broadway. 30 Rock was a kind of retirement after-thought for her.

[@shoshanatomarbatmalka7163]

Hahahaha!! Elaine!!! This is hilarious!!! How did this pop up so randomly 😂 My great aunt Jean reminded me of Elaine. Had hair like hers and was very loud and well … a drinker …. And I can hear her yelling at the tv when I’d be watching Letterman “Turn that off!!! I can’t stomach him!!! Look at that greasy hair! Blech!!!” 😂😂🤣 Still die of laughter thinking of it. She died 12 years ago. But I can still hear her yelling and laughing. She was something else. But everyone said she reminded them of Elaine Stritch

[@darrenleiberman6250]

Magnificent. 😂😂

[@MerkinMuffly]

Would have been really funny if they'd added a real pool scene with Dave and Paul cleaning out her pool.

[@rangerdj1]

Did Skippy ever find her riding crop?

[@ylette]

One of my favorite TV moments of all time

[@brantmacga]

Oh my god I am dying

[@joelevans2087]

I love love her. Iconic

[@dennisb9309]

Omg, never saw this before - this is hysterical!

[@OhSankYouDoktor]

I think it was a little sad that as soon as she appeared, she did not get a rousing round of applause. I think a lot of people in the audience did not know who Elaine Stritch was, which is pretty pathetic. If you never saw her in Woody Allen's "September," she stole that film!

[@SniffyPoo]

i dont know her but it was great anyway

[@mkkp1308]

Clearly not a musical theatre crowd in the Ed Sullivan that night.

[@feralkat9370]

Talk show audiences are usually prompted to clap etc., by flashing signs just in case theyre not familiar with guests. Clearly, Daves team didnt do their job, but Elaine was on point as usual. Saw some of her hilarious performances on YT from Tales of the Unexpected by Roald Dahl. Now YTs algorithm churns up more, much to my delight!

[@briankooker2627]

"September" - thanks for mentioning. Claustrophobia at it's artistic zenith.

[@jasonhurd4379]

Check her out in Screwed as well, with Dave Chappelle, Norm McDonald and Danny DeVito.

[@discosecret6363]

More please!

[@feris33]

I would love to see clips of Lyle the Intern Guy.

[@coreylevi2328]

the Queen of NY - complete with Chanel belt

[@lazaromurad322]

LEGEND!!!!

[@sugarbum99]

She was so great! So funny! 😆❤ rip Mrs. Stritch

[@hutch1197]

We went from this to Jimmy Fallon, who plays Pictionary and cracks eggs on his forehead. Hilarious.

[@bricago2302]

I wish shows would do more stuff like this.

[@mazena.s.3387]

Brilliant just brilliant , I miss late night when it was actually funny.

[@Triangulum303]

lol at Dave actually listening to the French at the end to see if he misses anything

[@javyjavyjavyjavy]

I remember watching this when I was 13 and being completely confused. I didn't enjoy it then, but now I get it, lol. RIP Elaine.

[@frankrossi9255]

Elaine is the best !!!

[@damatolgreen5329]

Excellent.

[@TJ1920]

Elaine Stritch is hilarious 😅

[@ladyd3187]

Llllllove Elaine and Skip!

[@victorjanusz7154]

OMG! Take him down, girl!! Skippy the Pool Boy

[@tylertyler82]

I’m utterly confused and bamboozled

[@HunterMann]

There were a few moments when it was like she was channeling Bette Davis

[@dandy_griffith]

“Don’t get up. You’re no gentleman.”

[@okay5045]

She is missed

[@rangerdj1]

Pure delicious lunacy.

[@nycpackrat]

who wrote this gem?

[@kuklafranandollie]

I would guess his writers.

[@davidgrillo9928]

A real lady

[@cortneyperfume_madness480]

Let me trim his beard!!!!! I miss his face lol.

[@marktatum2592]

She might give Katherine Bates a run for her money.😂 (Misery, a movie based on Stephen Kings book of the same name)

[@Mr_Justy]

I can’t believe I’ve never seem This

[@tzinanechumah]

And, Baby that's why I love you. (Show Boat) 💙🙏🌼

[@michelenichele294]

Fantastique mon petit Dave 🙄 uh Skip.😘

[@angeloc.6550]

I want to be friends with Eleanor.

[@conqueringlion420]

That millionaire property owner will be screaming pool boy and Dave will be on the deed if she’s not careful

[@nprovenghi271]

mama… this is camp

[@sarahs5340]

She’s terrifying! Lol

[@louip5368]

When America was sort of great

[@RW-ij1ci]

God back when late-night was actually funny and not complete bullshit propaganda.

[@RandomPlayIist]

Imagine thinking lake night talk shows is propaganda, lmao.

[@Authorfan]

Delicious.

[@Jilocoknight]

That has to be the worst skit ever on his show

[@joelouis-arena4061]

Brilliant

[@michelenichele294]

@Jim Moses Whatever you say, Skippy! 🥱🤔🤫😏

[@feralkat9370]

@@michelenichele294 Lol

[@kuklafranandollie]

Actually, one of the very best.

[@5saxman7]

Obviously it went way over your head.