100 Funniest Sketches Of All Time (90 – 81)

Continuing my countdown of 100 of the greatest sketches of all time in no particular order. Every one of these makes me laugh. Let me know what you think in the comments.

In case you missed it: 100 Funniest Sketches of All Time:  #100 – #91  

90. Long Range Golfer – Marty Feldman

Marty Feldman was a favourite of my late father’s and here he proves that golf can be intentionally funny in an old fashioned harmless way (Feldman that is, not my dead father).

89. Complicated Drumming Technique - Fred Armisen

Fred Armisen has sketch comedy in his bones. He’s a veteran of both Saturday Night Live and Portlandia and this standalone sketch is another oddball gem that I love. Like so many great pieces of comedy, you can tell that he has great love and affection for the thing he is taking the piss out of. Which makes sense when you know that he used to be the drummer for the punk/hardcore band Trenchmouth.

88. Deep Thoughts - Jack Handey

You have to love Deep Thoughts by Jack Handey. They are short, simple, hilarious little sketch haikus. There is also a mischievous mean streak to so many of them that tickles me every time.

87. Saying Goodbye - Smack The Pony

Smack the Pony completely breezed by me when it came out. But like a good comedy nerd I discovered them when YouTube came into my life and this sketch is my favourite of theirs. It’s so quirky and uncomfortable, and I love the sharp turn at the end. 

86. Gallon of PCP - Whitest Kids U Know

The Whitest Kids U Know was an American sketch troupe that was recommended to me on several occasions but I was never able to track them down. It wasn’t until years later I saw them and I immediately liked the simple, familiar warmth of the cast playing off each other. This sketch always stood out to me because it somehow manages to to amplify a mundane awkward everyday situation in a preposterous way. The late Trevor  Moore is at his amiable best too. 

85. Black Jeopardy - Saturday Night Live

Sometimes SNL gets it really right. In this sketch Tom Hanks plays against type as a Trump-loving contestant on the recurring Black Jeopardy sketch. It just works. It’s funny and it has something to say, without actually saying it fully out loud. 

84. Martin Brennan & Alan Partridge - Steve Coogan

Steve Coogan has produced some of my favourite comedy creations of all time. I adore The Trip series and Alan Partridge is a hall of fame comedy character. This clip, while not strictly a sketch (it appeared on a recent Alan Partiridge tv series) works so well as a standalone segment. Coogan has long since perfected his Alan Partridge character over the years, but his note perfect portrayal of Irish farmer Martin Brennan is a thing of utter genius. The layers and build in this sketch are a thing to marvel at, and I don’t think I’ve laughed as hard at something in recent times. World class.

83. Ass Pennies - Upright Citizens Brigade

I remember going to the UCB Theater in Manhattan when I lived in New York to see the Upright Citizen’s Brigade perform improv. Imagine my delight when they got a sketch comedy show on Comedy Central. The UCB gang are definitely at their best when they are improvising, so not all of their written sketches were to my taste. That said, this sketch is so absurd and juvenile that it is probably my favourite. Perhaps more impressively, it appears to be done in a single take, which speaks to their skill as comedy performers. 

82. The Music Box - Laurel & Hardy

Laurel & Hardy are comedy heroes of mine. This short film “The Music Box” features one of their most memorable scenarios – delivering a piano up a set of steps. Its a very simple premise that delivers the trademark physical humour and classic banter between these two absolute comedy legends. I dont know how many times I have seen this but I always have time to watch it again. 

81. The Racial Draft - Chappelle's Show

Dave Chappelle is without a doubt the best stand up comedian I have ever seen. So I loved Chappelle’s show and watched it religiously when it aired on Comedy Central. There really wasn’t anyone else on tv with the same keen eye for social commentary. The Racial Draft sketch is a perfect example of that. Edgy, original and very funny. Look out for appearances by hip-hop legend yasiin bey (Mos Def) and a young Bill Burr (with hair!).

The sketch countdown continues…

 

100 Funniest Sketches Of All Time (100 – 91)

Creating a definitive list of the greatest sketches of all time is incredibly difficult (and incredibly fun) given the remarkable wealth of great sketches to choose from. As a longtime comedy fan, and as someone who writes and performs sketch comedy, this was a true labour of love. 

In terms of curation, I have tried to cast a wide net and feature sketches & skits from different countries, different voices, different eras and different points of view. In the end this list is ultimately a collection of the sketches that have made me laugh the loudest over the years. It is in no way exhaustive. It isn’t even necessarily in order. But they are all incredibly funny.

Simply put, these are 100 great sketches that you should watch and they will hopefully make you laugh loudly. With a bit of luck you may even discover some that you’ve never encountered before. And if you have suggestions for other great sketches not included on the list, please let me know in the comments. 

Alrighty, without further ado, here are 100 of the funniest sketches of all time, starting with a batch of 10 sketches, and 10 more to follow each day. Enjoy!

100. Are We The Baddies? – Mitchell & Webb

David Mitchell and Robert Webb starred in Peep Show, one of my favourite sitcoms ever, but they also made some of my favourite comedy sketches. Their series “That Mitchell & Webb Look” was consistently one of the funniest shows on tv. This sketch about an angsty existential German soldier is one that never gets old. Rightly so, it’s close to perfect. And if ever there was a modern indicator of the impact of a sketch, it can be found in the memes and GIFs it has spawned

99. Popcorn - The Muppets

The Muppet Show sits in the pantheon of all time greatest shows for me, and their ability to write funny sketches was really second to none. The Swedish Chef was a character that I personally had a love-hate relationship with due to my Swedish identity, but I have grown to love him, and this sketch is classic Muppets in the way it builds and builds, while always retaining its playful childlike heart. Hurdy gurdy laughs without wordys. 

98. Charlie Murphy & Rick James - Chappelle's Show

Chappelle’s Show is arguably one of the most influential sketch comedy shows of all time. Chappelle cooked up multiple brilliant concepts and a long list memorable characters, none more so than his portrayal of Rick James. The brilliantly funny true story by Charlie Murphy is told in such a charming and authentic way. Chappelle then manages to take that source material and elevate it even further with one of my favourite wild over the top performances. Comedy gold bitch!

97. The Hats - Tommy Cooper

Tommy Cooper was introduced to me by my father and I loved him from day one (I loved Tommy Cooper too, but not the same way). To me there was always something wonderful about the contradictions and contrasts in his stage persona. That loud, big presence with a sweet, soft core. A bumbling, clumsy magician who would suddenly turn around and perform a perfect trick. On the face of it, he was a man who delivered simple old school jokes, but his ‘Hats’ routine was the moment where I embraced his genius as a performer. Not only is the performance funny (and increasingly funnier the more frantic it gets), but I also love the authentic way Cooper laughs at himself as he starts to twist himself up in knots in his increasingly manic delivery. It is such a brilliantly rehearsed piece of lunacy that masquerades as a traditional story, and that is always what Tommy Cooper did best. 

96. Invisible Drum Kit - Rowan Atkinson

Rowan Atkinson is a comedy icon to so many in my generation. I’m a huge fan of Blackadder and Mr Bean, and I even enjoy watching the Johnny English films with my kids. This standalone gem of as sketch is a perfect example of Rowan Atkinson’s incredible physical comedy skills, as well as being a genuinely original comedy concept. He makes a potentially pedestrian idea at least 50% funnier with his gurning and physicality. Drum roll please!

95. Matt Foley - Saturday Night Live

the thing I loved the most about Chris Farley was that he always gave his all in every sketch. He left nothing behind and his iconic Matt Foley character from Saturday Night Live is the embodiment of that. It has that broad, mad caricature of a sketch character, with Farley’s trademark physical comedy, and there is just a hint of something slightly melancholy to it too. This sketch is worth watching for David Spade’s reactions, who is unable to hold back the giggles as Farley amps it up throughout the sketch. 

94. America - A Bit of Fry & Laurie

Hugh Laurie has rightly gone on to become a highly respected actor, but for me he will always be the genius who wrote and performed sketches with Stephen Fry in “A Bit of Fry & Laurie”. Most of the comedy on the show was very clever and really respected the intelligence of their audience. But every now and again they would throw in simple basic gags like this one and I loved them for it. I guess it also helped that Hugh Laurie was a gifted musican too, which only lent itself more to the silliness of the song. 

93. The Room Next Door - Michael Spicer

During lockdown I stumbled across a few very funny comedians online. The very best of the bunch was Michael Spicer with his hilarious series “The Room Next Door” where he plays an increasingly frustrated adviser who communicates live via an earpiece with a public figure speaking to camera. Simple but utterly brilliant. Watch them all, there isn’t a bad one in the bunch.

92. Bomb Disposal - The Fast Show

No list of the greatest sketches would be complete without Paul Whitehouse and Charlie Higson’s series The Fast Show. I know it is often dismissed as a simple catchphrase based show, which was true to a point, but it also managed to condense storytelling and jokes into very sharp, short, punchy sketches. One of my favourite recurring characters was the “Anyone fancy a pint?” guy, which felt intrinsically English, and always delivered a funny moment of surprise in a sketch that felt unclear where it was headed (in a show that relied on familiarity with the setup). I have seen this sketch countless times and I still always laugh at the end. 

91. How To Speak Dublin - Foil, Arms & Hog

Foil, Arms & Hog are a brilliant Irish sketch troupe who post fresh sketches regularly on their YouTube channel (I also love their quarantine maths class sketch). I was lucky enough to see them up close when they performed at one of my Brownbread Mixtape shows and their chemistry was terrific even then. There is a lovely simplicity to the concept of this sketch (a language school where you learn to speak like a Dubliner) and it is delivered with such sharpness. It’s also great to see Irish comedy stalwart Paul Tylak make an appearance too. His sketches on Nighthawks on Network 2 back in the day were a massive influence on me.

The sketch countdown continues…
 100 Funniest Sketches of All Time: #90 – # 81


Midnight Miracle – Required Listening

I have been listening to The Midnight Miracle podcast and I cannot recommend it enough. Some of the smartest, coolest, creatives in the world talk about music, politics, and a whole lot more – all mixed together with amazing musical interludes. No surprise that they are going to release these podcast broadcasts on vinyl soon – they are little self-contained gems. I got a subscription to Luminary just for these and it’s 100% worth it (as it happens I have also found a bunch of other fascinating podcasts on there incl. Trevor Noah and Russell Brand). If you are even a tiny bit of a fan of the mighty Dave Chapelle, Yasiin Bey (mos def) or Talib Kweli, this is an absolute must listen. Next level learning for aspiring creative people