Conan's Assistant ReRanks The WORST Bosses In Film History

You know what though

Can I say something about Michael Douglas? He can get it. But I look at him and I'm like

God, those eyes and his face! So some might say that you are

one of the most famous assistants in the world. Wow! My infamy probably comes from my boss

and him constantly putting me on camera. So maybe, I'll take it

So these are the worst bosses in film history. Ooh, okay. Anybody that you think off the bat might be on this list

Worst bosses. I mean, you know, I think because I'm a personal assistant

Miranda Priestly, obviously, from The Devil Wears Prada is a big one for me

But if we're talking bosses also in general, also now I'm thinking about all the bosses from Horrible Bosses

probably because it's obvious. We're going to start this off. This is the fifth most terrible boss in film history

Yeah. You're not as smart as I thought you were, buddy boy. You ever wonder why fund managers can't beat the S&P 500

Because they're sheep. And sheep get slaughtered. So I'm guessing you've seen this movie

I have seen this movie. This is Wall Street, obviously. This movie is disturbing in a way that I think is very, it's..

Because now I think before this character was so over the top and now he's just like

oh yeah, I feel like everybody knows this guy, which is horrible. You know what though

Can I say something about Michael Douglas? He can get it. I agree

He is disgusting in this movie in every way. Like he is such an , he sucks

Everything he says I am against. Money never sleeps, pal. But I look at him and I'm like, God, those eyes and his face

Let's go to number four. Water. Yeah. I knew it. I did it

I knew it. All right. Let's see if this thing's working. Oh. Oh my god. Oh

I'm sorry. I'm a squirter, Dale. Oh, you know what? I think I can make out our little friend right there

Shabbat shalom. Somebody's circumcised. Okay. So you did say horrible bosses. I did

And you know what else? Jennifer Aniston, she can get it too

Thank you. She also represents everything that also sucks which is sexual harassment I mean that not a good quality for a boss to have Who are you Yep My name is Andy Seitz Called it What are you doing here

I think I could do a good job as your assistant. And I came to New York to be a journalist

Can I say, I mean, if I'm going to be controversial, one second

real quick, I don't think she's a horrible boss, Miranda I think that she is a hard worker

I think she's a workaholic. I think she's given her life to her job

And I think that she expects the people around her to do the same

But I don't think she, I don't, I mean, is this a hot take

We have sort of a problem. Oh! Yeah, you apparently didn't put one of the new cover sheets

on your TPS report. I love this movie so much. I didn't even think about this. Yeah

You see, we're putting the cover sheets on all TPS reports now before they go out

Did you see the memo about the- Can you stop real quick? It's the passive aggressiveness that's just painful for me

I think he might even be number one on my list because there's nothing I hate more than someone being passive aggressive

which is why, like, when Conan is passive aggressive, it drives me insane, and he does it to drive me insane

I'm not passive aggressive. This next video, this is the worst boss as voted on by the public in the history of movies

Any guesses now that you've seen the other four? I think once I see it, I think I'm going to be like, oh, of course

Oh, come on. That's not fair. She's a boss. I know, but come on

That's not like a normal workplace. Come on, guys. I can't. Can I be honest

when I watched the trilogy for like the first time when I was like actually able to watch it

I had a few edibles and so I don't fully remember it but what I remember is that he I think he's a

misunderstood person I think he has very clear goals which is to take over the universe I think

I know there's gonna be a lot of angry Star Wars fans now are like that wasn't his point

I don't know what he wanted. But this is what I kind of remember it being

that he wanted to take over the universe, and he had goals and he had people who were giving you know themselves to his mission and they believed in his mission I don know if he be a terrible boss I don think he be on my list Of these five who the worst boss The worst boss out of these five I would say just for the societal impacts of it all Gordon Gekko

Let's now, instead of going to two, let's go to five. Which of these bosses are you like

eh, that guy's not that bad? Miranda Priestly! I don't think she's that bad. I think she just works really hard

So let's put her at number five. Let's move back to number two

What do you think of my number two? I'm putting Bill Lumberg, I'm keeping Bill Lumberg in second place

That passive aggressiveness is just an issue for me. Julia Harris from Jennifer Aniston's character from Horrible Bosses goes to number three

And then number four for me, Darth Vader, just because I'm angry he's on this list

Oh, you know who would be on this list? The drill sergeant from Full Metal Jacket

That guy sucks. How tall are you, private? Sir, 5'9", sir! 5'9", I didn't know they stacked s*** that high

Miranda Priestley should go, and then that guy should be on that list

And then Darth Vader moves down to 5, Drill Sergeant from Full Metal Jacket goes up to..

So, Sona, is this list locked? This list is locked. Since we are talking about bosses

we're going to talk a little bit about your boss, and we're going to show you a list that the public has ranked

as the five funniest tweets that Conan has ever tweeted. Oh, fun

Okay. All right, number five. On his new album, Kanye West says

Christ, so often he sounds like my dad trying to fix our toilet

That's stupid. Lori Loughlin is wondering how the coronavirus got into Princeton in her..

Oh my God. Oh my God

Remember that scandal? That was crazy. How to get a Netflix special the hard way

Do stand up for a decade. The easy way. Be a serial killer

It's true. That's true. Someone is suing Canada dry ginger ale because it contains no ginger

so I'd like to formally announce my lawsuit against Panda Express. Oh because there no pandas Did you hear it go thud after I read it That joke didn land Thud I hope we can soon return to a time when cruises were considered just normal levels of kind of gross and unappealing

It's true. Do you know I was on a cruise and someone got murdered? What

Yeah, that hits close to home. What are you thinking? So, okay

So, I'm going to say last place is Panda Express. Okay. Fourth place is cruises

Okay. You know, third place is Lori Loughlin just because, like, I think a lot of people were

like, what? Oh, right. So the Netflix one for me is more, yeah, that's a good solid point

But the Kanye one is just funny. So I'm going to put Kanye at number one and I'm putting Netflix at number two. Locked

Lock, lock, lock, lock her up. Locked up. In honor of your new book, The World's Worst Assistant. Yes

you to put together your list of the five top pieces of advice you learned while you were

coming as assistant. Number five, only put one headphone in your ear if you're going to binge

watch a show at your desk so that the other ear should hear if your boss needs you. Ooh, that's a

good one. Number four, try to schedule a lot of meetings for him or her to be outside of the

office so you could take some me time, maybe nap. Number three, keep a bag of essentials at your desk

in case you had a really fun night the night before. So I'm talking deodorant, I'm talking toothbrushes

I'm talking hair brush, whatever. Number two, if you get free swag for your boss

when you present it to them, present it in a way where you're like, this sucks. You know, like, oh, can you believe they sent you these like headphones that really suck

Meanwhile, they're like four or five hundred dollar headphones. But say it in a way you're like, oh, you could get better ones than these so that he could be like, I don't need it

And then you'll be like, I mean, I could take them off your hand. And then number one, if your boss ever offers to take you out for lunch, look for the most expensive restaurant nearby

Well, you know, let's go have a four course meal, you know, on your dime

Let's have a four hour lunch, you know. I think this list is going to help out a lot of assistants out there