Former Obama speechwriter now writes comedy in Trump era

David Litt, a former President Obama speechwriter, is now lending his political insider writing chops to "Funny or Die."
5:53 | 09/23/17

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Transcript for Former Obama speechwriter now writes comedy in Trump era
Ted Cruz got caught liking porn on Twitter. Reporter: And this is how "Funny or die" dealt with the allegation. How am I supposed to explain to my family that Ted Cruz might watch my videos? Reporter: Actual porn stars ridiculing him. On behalf of all porn stars, I just want to say -- gross. Reporter: The brains behind it? Est while Obama speechwriter flexing his political pecs at "Funny or die." We made sure not only is it funny but what is the political angle? Ted Cruz thinks victims of rape and incest shouldn't be able to hit an abortion. We had a staffer who accidentally hit the wrong button. Comedians are the philosophers of the times right now. Last night I solved Afghanistan. Solved! And the Emmy goes to -- Reporter: Alec Baldwin won an Emmy for his "Snl" portrayal of the president. I suppose I should say at long last, Mr. President, here is your Emmy. Reporter: He never won for "The apprentice." Vents his "Snl" anger on Twitter. Nine months into an objectively tumultuous trump administration, comedy is still grappling with exactly what to do here. How to do it. We wish that we could just make fart jokes, that would be nice. But this is not a moment for that. Reporter: Kathy griffin went too far, holding trump's severed head for a photo. She lost a lot of work. While the president himself retweets gifs of him hitting Hillary with a golf ball. This president is so unlike what you're supposed to be as the head of a country. Reporter: Joy Behar talked about trump on "The view." He pardoned an immigrant hater basher, sheriff arpaio. Reporter: And wrote a book about him. There is so much grist for the comedy mill. Having said that, it's a little scary at the same time. And comedy sometimes is at its best when there's a little fear involved. Reporter: "Funny or die" just opened a D.C. Office. They're beefing up politics and he's the gate. I dress like I'm from D.C. So it's kind of, you know -- basically banana republic outlet mall sheep. David sticks out walking around the office. I'm glad you noticed. Reporter: He did the jokes for Obama like the anger translator at the 2015 correspondents' dinner. Rising seas or violent storms -- You got mosquitos sweating people on the train, stinking it up -- Reporter: He's written a funny, self-deprecating book, "Thanks Obama and my hopy change white house years." I didn't want to write about the inner circle because I was not in the inner circle. His first term he didn't know who he was. He definitely didn't know hoy was. Reporter: Now he makes funny videos. Give it up for the trump family! We feel it legitimizes the content we make. Like, why do people care about this so much? David can rattle off boom, boom, boom. I think we are revealing who trump is, even faster than he's revealing himself. Reporter: But does all this really make any difference whatsoever? Take it away, Ellen's video doctoring. He referred to my hands, if there's small, something else must be small. I guarantee you there's no problem, I guarantee you. The hands annoy him. Also the thing that seems to get to him is any joke that implies that someone has more power or is more respected than he is. "Snl" did a joke about president Bannon. Hey, Donald. That's enough fun for tonight. Can I have my desk back? Yes, of course, Mr. President, I'll go sit at my desk. I think that really was one of the reasons that trump turned on him. Reporter: He first met the fod folks when president bowl did the collaboration "Between two friends." Some of the episodes have probably been better. The one with Bradley cooper. Everybody loved Bradley, good for him. I assume you've tried to get trump on "Between two friends"? It's a badge of honor and a badge none of us would feel good about putting on him. Reporter: Most coastal comedians are left-lning. Who voted for trump? You'd not find a lot of takers. Reporter: Some argue some of this comedy is counterproductive to their cause. Humanizing him. Fallon ruffling candidate trump's hair for fun. Or spicy yucking it up on Kimmel. This is obviously a hard job. And, I mean -- it turned out to be kind of funny in a lot of ways. Was it for you. Funny? Reporter: But is president trump, who declined to attend He's pretty funny. Just the way he sort of, you know -- lumbers around. He's kind of physically funny. And of course the hair is hilarious. Yes, I hate to admit it, yes. I believe you, we have talked about that. I think he knows what he's doing. I do too. I don't think he's funny. I think he has a sense of dropping. I could have said, Mitt, drop to your knees, he'd drop to his knees. It's about asserting power. Like in high school, what they're really doing is bullying. You should have seen this guy, I don't know what I said, I don't remember! Reporter: Unintentionally funny. The health systist nambia health system is increasingly insufficient. Reporter: Namibia doesn't exist. This is really Uruguay. That's part of the issue for comedians this these days. It's a good moment but a difficult moment for the same reason. You have the press secretary at the white house hiding behind a bush to avoid taking questions. Bring the bushes out, guys. I don't know where you go, it's hard to exaggerate that. Reporter: For that matter, this. Crowd was massive. This goes all the way down here. All the way down. This was a massive crowd. Reporter: I'm Nick watt for "Nightline" in Los Angeles.

This transcript has been automatically generated and may not be 100% accurate.

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