Dave Chappelle Collection on Letterman, 1994-2014 

RU-vid is the closest thing we have to a time machine.

It’s amazing how self assured and put together he was at 20 years old, wow

No one is as comfortable on stage as Dave. Nothing rattles him. One of the best.

You can tell he's a little nervous in the '94 one but still acts extremely confident. For 20 just unbelievable.

“Look at him... he loves it! Just like they said in the encyclopedia!”

I’ve been saying “Domino’s, nobody move” for 25 years uncredited. Every time my wife orders it...I blurt it out. Saw it back in the day, loved it. Sorry Dave, didn’t realize it was you.

I love how he allows himself to laugh at his own jokes when he knows it landed well.

You can see when Dave C. went from “comedian” to “star/celebrity”… when he stopped actually performing on The Dave Letterman Show and simply came on as a sit-down guest.

I never knew Letterman was such a big part of his rise. First show at 20 years old! This makes me think of the scope of Letterman’s influence. What a legend

It's so cool seeing these jokes at their early form and see how he's crafted them into the specials I've watched a million times . Just keeps tinkering and perfecting .

Dear algorithm, this the ish i'd love to see. Thank you!

I think I’ve cracked the letterman code… if he coughs it means: “Rein it in, getting controversial” 😂

It was nice to see Chappelle grow into his suits. :P

This man was grinding! Definitely deserves all his success.

Dave Chapelle is a national treasure!!!!!

If this compilation isn't proof that nothing ever changes, I dont know what would prove it. Everything Dave drops is timeless. The interview with Whoopi is so good.

I adore RU-vid and the internet for these reasons. Histories encapsulated into segments we can look back on and soak up. :)

Even when young, Dave was always an old wise man...

The difference in confidence between the 8 months from the first and second are so striking and it only got better.

I was genuinely laughing out loud from the first appearance. Talk about pure talent.

Dave is an absolute American treasure

if you skim, you can see that confidence and charisma multiply before your eyes

It’s amazing how much deeper his voice got through the years. Also, how much different he dressed. Dave is the man

Love the way Whoopi interviewed Dave in 2003.

Whoever put this collection together....I am bowing to you, to right now! THANK YOU! 😊

"Money is the fuel for choices" well said.

The effort put into making this compilation is astonishing and much appreciated, God bless you.

He did a lot of maturing over the years, and each time they seem to bond more and more. Love to see growth like that

I love his composure, even when he was losing the audience he grabbed their attention right back

What I like about Chappell is he's such a nice ,intelligent , humble man .

Even Dave’s old stuff is hilarious

Actually incredible how little his style has changed

They go from formal handshakes and quick words to cooler handshakes and smiles to warm embraces and jokes to chemistry and conversation. Thank you Letterman for uncovering the greatest gem in american comedy history.

Oh man it's really cool to see some of his jokes that he's perfected back when they were just early jokes.

I'm a white WASP and ever since the first time I watched Dave I've been a rabid fan. He is the bomb. What ever that means. At 65 I better put seeing Dave live on my bucket list. Have a blessed day to all of Dave's fans!

A king in the making.

I'm impressed Letterman saw Chappelle's talent so early and continued booking him.

Dave does a good job of exposing uncomfortable racial truths, but making it digestible through humor. What a great teacher 👏.

"don't get mad" 😆😆we could laugh at ourselves in the 90s

Absolutely no one in that crowd could of guessed he’d be the biggest comedian to ever walk the earth. 🤯😳

His voices and characters have really matured over the years. They're perfect now!

"First week in California, they stole my car. It was a rental car ... but it still Hertz." (17:42)

I witnessed their friendship in 2020 during the filming of Letterman’s Netflix show in Yellow Springs. It’s real. Both men are generous, thoughtful, and a gentlemen! Bravo

Don Giller, thank you for uploading without any commercials and bookmarking each interview 💪😊

My god. Its like watching a pokemon evolve...

I love this relationship and its progression

Dave was a star from the very beginning. His talent is on full display and so clear to see.

My favorite comedian of all time with my favorite late night host of all time!such a treat..

Love that Dave always supported Dave through out his journey

Man its a blessing that people are out there stringing all these historic interviews together. Not just dave and letterman but all of them.

I really enjoy this look back through the years. Dave has truly given a lot to think about. Much love much respect...

I miss Letterman's show, though. He was authentic and entertaining throughout his career. Chapelle is legendary and still relevant and killing it to this day! 💯

1994 Dave sooo innocent and wide-eyed now he Commands a whole Country's attention from just 1 stage.

Dave’s comedy evolved so much from what he was on his first appearance, he cuts bits instead of adding to them, it’s incredible

Thirty years with two of my favorite Dave's! Thank you!😎😻😷

Man that bit with Whoopie… what a couple of lovely beings! ❤️

the first stand up becomes so much more refined when he does these jokes later on. Mans a true artist.

“Money is the fuel for choices” favorite quote it’s so real! No matter rich or poor it’s truth

I had no idea Chappelle and Letterman had this much history. It makes watching Chappelle on Letterman's Netflix show My next guest even that much more special. They have a strong connection and the conversation is funny and entertaining.

My dude went from hilarious humble young Dave to the confident badass G.O.A.T. that he is today.

I'm so glad this genius showed up on my feed tonight, when I've had such anxiety watching election coverage. Perfect way to reverse course - relax & laugh to sleep! Glad to see this right after the Letterman show. This guy is the best of everything!

I miss his young, squeeky, high pitched, before smoking a million cigarettes voice.

Dave has helped us navigate some of the worst times in our nation. Love him!

That last comment was touching. Comedy aside, a general appreciation for Dave and likewise back.

"Taxi!" "NO BROOKLYN!!!" . ...Proof right there that times do in fact change, folks.

I'm dead. That 1994 one. He was cutoff and Dave's expression is hilarious.

This is absolutely beautiful in every sense to watch his growth. You can tell when Whoopi interviewed him in 2003 he had finally transcended the game!

I feel like @22:17 when Dave sits down is when he finally becomes completely comfortable in his role as one of the greatest stand-up comedians of all time. In my opinion, the greatest.

Thanks Don Giller, you did Dave Chappelle a justice in showing just how he started and developed through travelling and contact with people. Also, the love that Letterman showed for a rising colleague and the inventual intervention and influence from Paul Mooney, which was clear in Daves opening careear and ethnic humor.

I cannot believe he started out so young! He’s been 40 forever!

Damn thanks for putting this together and putting it online.

“Im not the devil, im a comic”

An authentic man in a world of fakes. Hollywood didn't deserve him. He made the right choice.

He is the best comedian of all time. Hes funny even when hes not trying to be. His choice of words are the same in my head but when he says it, its hysterical. God Bless Dave Chappelle

This cat is a comedic savant he's like Michael Jackson and Michael Jordan he was made exclusively for what he does. Now I said it before and I will repeat myself, to me Dave is the greatest comedian of this generation. But of course being a 60 year old like myself Richard Pryor is the Alpha of comedy. But I have to say Dave in my opinion is running a very, very close second especially his stand up routine. And it's fun to see his metamorphosis can you imagine that this guy started at 14 or 15. I can't even remember what I was doing at that age. But I know that it wasn't constructive, ha, hahaha hahaha. And David Letterman funny in his own right is a good guy for recognizing and nurturing his genius.

Nothing makes me happier than hearing his white guy voice.

The last interview really shows Letterman's nuanced skill as an interviewer with his ability as host to draw out so much insight from his guest, as well as the graciousness and intelligence of Chappelle.

Jeepers! He was already great, age 20! He'll be around for a long time. Lucky us!

Thanks for putting this reel together

Thanks Dave for bringing us Dave & so many other amazing comics that might not have ever been seen. Both of these Dave's kick ass!!

He's the host of SNL tonight on 11/7/2020. We are so blessed to have Dave Chappelle in our lives!

This man is one of planet Earth's greatest assets of all time.

Dave Letterman and Dave Chappelle. Legends.

I had a Dave Chappelle marathon while I was cleaning my kitchen, just finished. I’d recommend that to all of you, I laughed the entire time. I truly believe Dave is the funniest guy alive. Thank you Dave, it’s been a pleasure knowing you fellow human. I’m so glad you came back. ✨🌹✨❤️‍🔥✨🌹✨

dave`s face when he tries to leave at the end of the 1st interview, so nervious and funny

wow even at 20 he was funnier than most the comedians today

Ohhhh, my heart❤legend!!! Loved Dave and Whoopi!

I used to love Letterman and I remember when Chappelle was a guest the first time. Good times. I recorded them and would crack them out every time I had a beer.

Young Dave will always have a special place in my heart.

"I dunno if you believe in reincarnation or not, but I have been black 4 lives in a row. I need a break." SO LEGENDARY!!!!

Thank you for making this Wonderful Video .

I love it when Dave has that look on his face where he is clearly amused.

Finding a Dave clip you never seen before is a gold mine.

The Ashton family killed it.

Thanks for the compilation. Its quite interesting and cool at the same time, seeing DC new on the scene, and both he and DL being awkward between each other, with the back and forth, to moving forward and seeing how relaxed DC is, and how cordial DL is to him. It's like night and day. I admire DC for sticking to his game all those years. And as well DL giving him time, respect, and his props, as time went on with seeing DC working on his craft diligently.

In the end I feel like Letterman is so intrigued by Chapelle that he just wants to hear more from him. Like we all are.

This upload could be a Netflix special. Nicely done. Thanks.

Early Dave. A legend from the get go. Thank you for this compilation! I always loved how physical his acts were

Dave Chappelle is a national treasure. I couldn't love the guy more

so glad this is on YT!, didn’t realize Dave letterman was such a key player for Dave Chappelle’s early years