It takes a big man to admit when he’s been bested. I have to say however, that after this one I had to walk away with my head hanging in shame. You win this round, Mr Olbermann… You win this round. [video below page break]
In my defense however, I will say that Maddow came way out of left field with the double-teaming. I personally found it to be distasteful… But well played on Maddow’s part.
Originally posted June 4, 2009, on Big Hollywood.



















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Pwned!!
June 5, 2009 - 10:23 ET by motherbeltYou never had a chance!
Maybe if you had shown up wearing a POWER! SUIT!
ROFL!
I didn't think it was physically possible, but this both sucks and blows. -Bart Simpson
Nice piece of Keith
June 5, 2009 - 10:45 ET by Tim GrahamA much better Olbermann than Ben Affleck was. A little more gray hair would have added to it. And more of his goofy intonation on "Wooooorst Person.......In the World!"
The Maddow part had me
June 5, 2009 - 10:47 ET by MrSnugglesThe Maddow part had me laughing myself silly.
I had one problem with this
June 5, 2009 - 12:36 ET by BronxBomberI had one problem with this otherwise brilliant video...the next time Olbermann has an opposing point of view on his show it will be the first...<;~)
GREAT JOB!!!
We gotta find a new planet...
Low Blow with Maddow
June 5, 2009 - 10:56 ET by RiharI question the validity of this video. Rachael (el?) Maddow looked suspiciously feminine in that clip.
When a liberal speaks, the truth is busy elsewhere.
Another good one
June 5, 2009 - 11:09 ET by bdshepherdTwo thumbs up, Steven.
SNL belongs to NBC.
June 5, 2009 - 11:15 ET by Dena InaSteven,
You got talent, kid! Keep up the good work! Have you sent around you resume?
Dena
ditto that
June 5, 2009 - 11:33 ET by lotrVery nice caricature of Olbermann as the robotic nutcase that he is.
"Let's wrap him up, alright?" -- Keith Olbermann
That was great - better
June 5, 2009 - 11:33 ET by mattmThat was great - better than anything SNL has done in years, but I think you went a little easy on good old Olbermental, you made him look far too rational....
Thanks for the giggle.
The Olbermann rant was spot
June 5, 2009 - 12:09 ET by NonArabOmarThe Olbermann rant was spot on.
I never watch olbermanic
June 5, 2009 - 16:21 ET by mattmI never watch olbermanic except in clips I see here, so I'm sure it was a spot on depiction... But in order to capture the lunacy of this moron, a little more flying spittle and sweat would have captured more of the essence of olbermoron.
(BTW - I was trying to be facetious)
Excellent
June 5, 2009 - 12:12 ET by SickofLibsBut Mr. Olbermann, sir, you mispronounced the nominee's name:
It is of course "Soh-toe-my-oar."
Now do the right thing and resign.
Thank You Steven!
June 5, 2009 - 12:35 ET by HoosierEmHilarious!
I got a late start...
June 5, 2009 - 12:55 ET by TASS71...on Steven's videos, but every one of them is solid gold laughs.
However beautiful the strategy, you should occasionally look at the results. - Sir Winston Churchill
rachels cameo
June 5, 2009 - 13:09 ET by tomolson3Rachel has never looked more handsome!! His parent must be so proud of the she-male!!
OMG, it's gotta go viral
June 5, 2009 - 14:26 ET by Lord ErondYeah Maddow looked a bit feminine but I peed my pants laughing at that part.
And the only other inaccuracy is that KO would NEVER have an opposing viewpoint on his show.
Awesome job, awesome talent
"Let him who would move the world, first move himself." -Socrates
"We sit together, the mountain and I, until only the mountain remains." -Li Po
This guy is freaking
June 5, 2009 - 15:34 ET by HeavyChevyThis guy is freaking hilarious, between Steven Crowder and "Macho Sauce" I don't know who will rupture my spleen first with all this laughing!
MSNBC
June 5, 2009 - 16:21 ET by blazermaniacThat was the best Olbermann video yet from MSNBC. Both Olbermann & Maddow were good. Much better than those two pretenders are on that pathetic network.
This was great...I still am
June 5, 2009 - 20:00 ET by bigtimerThis was great...I still am laughing...especially Maddow!
Thank YOU!
Doubling down on stupid is not a particularly good idea. ~Andrew Breitbart
Mr. Crowder
June 5, 2009 - 21:58 ET by lotrI checked out some of your other work today, and you, sir, are the MAN!
LMAO, tears in my eyes. My kind of humor, and not just because it's aimed against pop-liberals (although that certainly amplifies the novelty). Thanks for the much needed diversion -- looking foward to seeing more of your material in the future!
"Let's wrap him up, alright?" -- Keith Olbermann