3.
When Zach's question made Benedict Cumberbatch's jaw drop:
4.
But Zach didn't stop there:
5.
When Zach struggled to find ways to talk to a young Justin Bieber:
6.
And when Zach ran out of Happy Meal talk:
7.
When Zach took a swing at Hillary Clinton's fashion sense:
9.
...only to turn around and get totally owned by Zach:
10.
When Zach ended Michael Cera with one word:
11.
When Zach executed a flawless backhanded compliment:
12.
And Keanu Reeves sent it right back to him:
13.
When Zach accidentally mixed up Bruce Willis's awards:
14.
When Matthew McConaughey knew exactly what he was in for:
15.
And when Zach made him wish he'd never come on:
16.
When Bradley Cooper walked right into this one:
17.
When Zach annihilated Jerry Seinfeld with just a caption:
18.
And things got worse when the interview started:
19.
When Hailee Steinfeld immediately regretted doing the show:
20.
And needless to say...
21.
...it went downhill from there:
22.
And when he found a way to take a jab at John Cena, who wasn't even there:
23.
When Zach dished out this one-two punch to Brad Pitt:
24.
When Barack Obama took Zach down a few notches on his own show:
25.
When Zach suggested a name change for Jon Hamm:
26.
And when he didn't stop with the naming jokes when Chance the Rapper came on...
29.
...Benedict Cumberbatch...
30.
...or Christoph Waltz:
31.
When John Legend was exposed for who he truly is:
32.
When Zach was just trying to relate to Keanu Reeves:
33.
And Keanu turned the tables on him:
34.
When Zach had Jon Hamm back on the show, only to hit him with this:
35.
When Ben Stiller didn't quite understand that the question would turn into a roast:
36.
When Zach was just trying to convince Steve Carell to do a normal interview:
37.
When Zach gave Paul Rudd this devastating "would you rather":
38.
Finally, when Paul did the impossible and flipped Zach's setup into a compliment: