Jon Favreau Spills His Guts
In Good Faith with Philip DeFranco
0:01 [laughter]
0:04 What Okay, wait Ben, before we start filming,
0:05 what is wrong with the red Solo cup?
0:07 I just want to hear you.
0:13 Yeah, I should have gone stadium rules, clear container, my mistake.
0:17 My mistake.
0:18 All right.
0:19 Here we go.
0:20 3 2 You know, it feels like there's
0:22 no shortage of darkness in America right now.
0:24 It can be really hard to, you know,
0:25 look out there and and have hope and and hope in a moment like
0:28 this it kind of sometimes feels like a a luxury or worse like a lie.
0:31 Here's what I'll say that that American history tells us and it
0:34 actually tells us this over and over if we're willing to listen.
0:36 When this country hits that low point,
0:39 the voice that it needs has always arrived.
0:41 Not early, not without suffering, but it has always arrived.
0:44 Abraham Lincoln, he stood in the wreckage of a nation
0:47 that was tearing itself apart and he asked it to hold together.
0:49 And then, almost exactly 150 years later,
0:52 you had a man stepping up to a microphone in the middle
0:54 of just a country that was exhausted by war and fear and cynicism.
0:58 And he reminded us that destiny isn't something that just happens to you.
1:01 It is something that we write.
1:03 That yes, we can.
1:04 Barack Obama, he is the finest writer
1:06 and the greatest orator to ever occupy the Oval Office.
1:09 But the greats also don't do it alone.
1:10 Simon and Garfunkel, I did that one for my dad.
1:12 Jordan had Pippen.
1:13 Obama had Jon Favreau.
1:15 And Favreau was only 27 years old when he became
1:17 the chief speechwriter for the 44th president of the United States.
1:20 the youngest ever hold that role.
1:21 And for years, he sat at the right hand of history
1:23 turning one man's vision into words that the world would carry.
1:26 He'll build one of the most notable voices of a generation.
1:28 So today I sat down with Jon Favreau.
1:30 And we started at the beginning right from the from the moment
1:32 that language first got its hooks in him
1:33 and then all the way through the the White House
1:35 to the creation of Crooked Media and just where we are today.
1:38 Because after everything, even with this the craziness we see out there today,
1:42 he believes in the story that he helped tell.
1:44 Jon, easiest question of this entire podcast, how are you, sir?
1:48 I'm good.
1:48 Well, tired.
1:50 But I'm good.
1:51 Yeah, I was wondering I was wondering before we got started where
1:52 I was in your day cuz I I'm I'm kind of excited.
1:56 This is like you're my last thing and it's I've been
1:58 looking forward to this today and so I get to hop off,
2:01 go straight to dinner, but you have meetings.
2:03 So I feel like I'm in a power position.
2:06 I mean, I don't you know, I also have two young children.
2:09 So there are no free periods.
2:11 There's no relaxing time of day for me.
2:16 [laughter] I'm just I'm going.
2:16 I'm going non-stop.
2:17 Okay, wait, actually that's a man, already derailed.
2:21 So I'm very interested.
2:22 How do you transition from work to personal life?
2:26 Like do you need that 30-minute buffer?
2:28 Is that like a benefit from working in an actual
2:30 office cuz we're at work from home now.
2:32 Have been for a few years,
2:34 but that that 30-minute transition I feel like I'm not a person.
2:37 I will tell you I would like a 30-minute transition.
2:40 I don't get a 30-minute transition.
2:42 My so I live about 10 minutes from the office.
2:46 Sure.
2:46 And sometimes I try when I drive home to just listen to music.
2:51 But I often fail at that as well and just
2:54 listen to other podcasts that I have need to catch up
2:57 on and then I get into the house and what I try
3:00 to do then is put my phone in my office at home.
3:04 Um at least until the boys go to bed.
3:07 And so I just have like a couple hours where I am catching up with my wife,
3:11 catching up with the boys and just not doing politics.
3:15 And you come back to 75 texts and they're like, "Hey,
3:17 just so you know, we thought it was going to happen night time there,
3:20 but we just bombed Iran." Well, it's it's the one good thing about well,
3:26 living on the West Coast, it really does everything slows down at night.
3:30 So that doesn't usually happen to me at night.
3:31 Usually at night is where I can after everyone
3:34 goes to bed prep for shows for the next day,
3:37 catch up on news that I missed, all that kind of stuff.
3:40 It's the morning on the West Coast that's tough,
3:42 which is why I'm always up at like 4:30 5:00 a.m.
3:44 in the morning because, you know,
3:46 then DC has already started its day and it's just like a fire hose of news.
3:51 I and then hit my hit my with right in the morning, which is healthy, I'm sure.
3:55 That's been the best thing about moving to the East
3:56 Coast in the last year and a half.
3:58 I'm just like, oh, okay.
3:59 This is This is how like life operates unless you're a football fan,
4:03 and then you're just like, okay, I can't watch football anymore.
4:05 Right.
4:06 Yeah, yeah, sports is good out here, too.
4:08 But actually, before we fully get into the interview,
4:10 which I really wanted it to be about you,
4:11 I I do want to ask, what are your what are your thoughts on the Texas primary?
4:16 And also, I This is one thing I haven't kept up with.
4:19 I know there were a lot of people that had a lot of skin in the game,
4:21 a lot of opinions, some just kind of staying
4:23 away cuz people were throwing haymakers left and right.
4:26 Were you What do you What do you think about the outcome,
4:28 and were you rooting for anything specifically?
4:30 I'm pretty happy about the outcome.
4:31 I like James Talarico.
4:32 I liked him even before he jumped in the race,
4:37 or at least even before everything got really heated.
4:40 Certainly before Jasmine Crockett jumped into the race,
4:43 too, I had interviewed him.
4:44 He came into the office, and I just think he's I think he's really talented.
4:50 Um, I think that his style, the way he speaks about politics,
4:57 is very valuable to the party right now and to the country, and here's why.
5:02 I kind of think that it's cliche by now,
5:07 a cliche that makes me like roll my eyes whenever someone says like,
5:09 oh, Democrats want Democrats want a fighter.
5:11 They need a fighter.
5:13 And they need a fighter because voters like strength.
5:15 And I think there's a problem in that we have
5:18 not adequately defined what we mean by fighter and fighting.
5:23 And one definition is that you, you know,
5:28 rhetorically kick the out of Donald Trump and Republicans
5:31 every day in a way that gets attention,
5:33 and in a way that, you know, excites or satisfies partisan Democrats like me,
5:40 who are going to vote for Democrats no matter what, okay?
5:42 And then there's [clears throat] fighting the system,
5:45 and fighting sort of wealthy, powerful people who have screwed over
5:52 the people that you are trying to represent.
5:54 And so all of your passion and all of your fight
5:57 is about trying to sort of restore some fairness and balance
6:02 against people who have who you know who have corrupted the system
6:06 and turned people away from politics and made their lives worse.
6:09 And I think that that that Talarico in this race
6:16 has so far done the latter and that's what his message is focused on and I think
6:21 that's I think that's one reason why he won.
6:25 Look, I also think the the heated nature
6:28 of the campaign online is certainly not reflected or was
6:32 not reflected in the electorate that showed up
6:34 to vote and that's born out through focus groups,
6:38 through polling, through reporting on the ground.
6:40 Like most of the Democrats that went
6:41 to the polls like liked both Talarico and Crockett
6:45 a lot and for many of them it was just a tough choice on on who they selected.
6:49 So I just think that the the online craziness per
6:52 usual did not match what was actually happening on the ground.
6:55 And who are you kind of hoping that Talarico is going to be going up against?
6:59 I think Paxton would be easier for sure.
7:01 I don't think I think Cornyn will be harder but I
7:03 don't think you know that's an insurmountable race for Talarico either.
7:08 Look, I think if the so Beto O'Rourke in 2018
7:13 comes within two and a half points of Cruz, it's a very blue environment.
7:18 I think Democrats win the house vote that year by eight points.
7:21 If we have an environment like that again and you have a candidate
7:27 like Paxton or even like Cornyn who has you know has high
7:32 unfavorables and then you have Trump under 50 in Texas and you
7:37 have a really talented candidate which I I we do in James Talarico.
7:41 Like yeah, he's got a he's got a decent shot.
7:44 Not I I wouldn't call it like 60%, 55%,
7:48 but I would say it could in in a in a good environment, yeah, he could do it.
7:52 Yeah, there was a year now is year I that's that's one
7:54 of the hardest things for me looking
7:55 at any historical polling of where things were
7:58 the the last two election cycles and where we are now because obviously
8:02 we can't use these special elections to really figure out what sort of movement,
8:06 but I'm very interested.
8:07 And I I wonder how much of it ties into what happens
8:09 with Iran and then if we get a right right before the elections thing.
8:13 But, thank you for answering that.
8:15 I but like I said, I want a lot of this to be about you.
8:17 That's a lot of me this year.
8:19 But also, how how often do people ask about you?
8:22 You're usually the one I feel like asking
8:23 questions and maybe you offer a little bit
8:25 of your your insight as a as a kind of back and forth thing, but how often?
8:29 Not a lot.
8:30 Yeah?
8:30 [laughter] Okay.
8:32 Okay.
8:32 Which, you know, it's which like it's fine.
8:36 I like asking questions.
8:38 I I I love my role.
8:40 There are some times where and I, you know, wish I could talk more,
8:43 which is why I'm happy to happy to be here and talk with you.
8:47 But yeah, no, I don't I don't get asked
8:49 I don't get asked a lot of questions myself.
8:50 Then let's let's start let's start pretty early on, right?
8:55 So, looking into you, right?
8:57 Your mom's a school teacher, I believe Greek family, your dad's French Canadian,
9:01 your grandfather was a Republican state legislature legislator in New England.
9:06 Very specific situation.
9:08 Very how do those three things or do those three things,
9:12 the teacher, the immigrant background, the the Republican grandfather,
9:16 how does it end up shaping how you
9:17 think about politics or shape you as a person?
9:20 Yeah, we were like a, you know, middle-class family in a suburb of Boston.
9:23 My parents, I would not say that they
9:25 were There was a lot of talk about politics,
9:29 but it was politics as like you talked about the news,
9:32 you talked about the sports, you talked about the weather in New England.
9:35 And so, it was in our family in that sense.
9:39 Um, I can remember because, you know,
9:41 when Michael Dukakis ran for president in '88, I was seven at the time.
9:46 Um, my mother's maiden name is DeMarcos.
9:49 Um, my grandfather is originally from Lowell,
9:52 which is where Michael Dukakis is from in Massachusetts, mill town there.
9:56 And um, so everyone was very excited that a Greek
9:58 was running for president who was from Massachusetts in my family,
10:00 so there was a lot of talk about him.
10:02 Um, and then my father's entire family, my father's one of nine siblings.
10:06 Um, and he at the time growing up was one of the only Democrats in the family,
10:11 a bunch of Republicans.
10:12 They are now we've we've we've converted most
10:14 of them since they were old New England Republicans.
10:17 Um, but at the time whenever I'd go up to New Hampshire,
10:19 there was like a lot of discussion and debate uh, in that family about politics.
10:24 And so I was always I was I grew up around it,
10:26 but it wasn't a it wasn't a passion in terms of like we,
10:32 you know, we want to work so hard to organize and all this kind of stuff.
10:34 Uh, and get involved in politics.
10:37 And that didn't come until um, high school and really college.
10:41 Okay, so even in high school though,
10:43 was there a moment in high school where where
10:45 all of a sudden it it piqued your interest?
10:47 Because I feel like for for myself, it didn't happen until I I was in college.
10:51 Like I I cared about the news, I wanted to talk to people,
10:54 but unlike I guess the environment now where there are kids
10:57 in my my my kids' elementary school that are talking about politics,
11:00 which has blown my mind.
11:01 Like that was loser stuff back then.
11:03 You didn't talk about it.
11:04 It was like they they shamed you away from it.
11:06 They were like, "Just go watch go watch like sports like a normal person." Yeah,
11:09 in high school I was a nerd in like uh,
11:13 I liked American government, I liked history.
11:16 So I was just like drawn to those classes.
11:18 I also ran for student council, I was in student council in high school.
11:23 Um, I was the editor of the newspaper,
11:26 so I was writing like opinion columns in the newspaper, the school newspaper,
11:30 but it was about like local townie It wasn't really about national politics.
11:36 So, I sort of I had the the basis there um early
11:39 in but it wasn't until I went to College of the Holy Cross in Worcester,
11:43 Massachusetts, Jesuit school,
11:45 and very focused on the Jesuit ideals of service and and community.
11:51 And um I was raised Catholic.
11:53 I wasn't particularly religious.
11:55 It's not why I went to Holy Cross,
11:58 but it felt like the the Jesuit education I got,
12:01 particularly um the push to have people serve in the community,
12:04 which I did in Worcester quite a bit.
12:06 That is the first time, as I was doing community service, I was like, "Oh,
12:11 what I'm learning in college is connected to what I'm doing here,
12:14 and politics is sort of the the key that unlocks um potentially,
12:20 you know, real change." Um that would mean you don't have to fix
12:24 problems like one person at a time going out and doing community service,
12:27 but actually pass legislation that would help lots of people all at once.
12:30 I'm very intrigued by I I in general I've
12:34 always been intrigued by how your brain specifically works,
12:36 but has [clears throat] was was there I don't know.
12:40 Let me let me phrase it with this question, right?
12:42 Mhm.
12:42 Uh your mom, right, says that you were reciting
12:45 The The Night Before Christmas from memory at 2 years old, right?
12:48 You also played classical piano seriously at Holy Cross,
12:51 which I think anyone that's that can play piano uh competently, I'm just like,
12:57 "How does your brain work?" Um when did
12:59 you figure out like words and specifically performing them,
13:03 not just writing them, was like the thing for you?
13:07 Because even you talking, Yeah.
13:09 when you say certain things like, "How does that work?
13:11 Here's how." Like I'm like, "Okay, I'm seeing certain building blocks.
13:14 Very interested." It's funny because now uh because I had spent so
13:17 much time I have spent so much time in my life with Obama,
13:21 um a lot of it is from him,
13:23 and I like have picked up some of his mannerisms that I But even before him,
13:27 I think it's one of the reasons I was drawn to him.
13:29 Um Um it goes back as far as I can remember.
13:31 Like I've just always loved books.
13:33 I always loved reading as a kid.
13:35 Um I think probably when I was really young, I was like a bit of a chubby nerd,
13:40 didn't have a ton of friends in elementary school.
13:42 So I think I part of that was like I was drawn to books and reading
13:46 because it was my own thing to do and I could be good at it.
13:49 I wasn't good at sports.
13:51 Um and so that's part of it,
13:54 but I always I mean there's like old my parents will now drag them out.
13:59 There's like old videos of me and a friend in the neighborhood and my brother
14:04 um like doing a a fake news show uh cuz it's called news
14:09 around the house and we would like go to different rooms of the house
14:11 and we would do like now's the news and now's the weather and now's sports.
14:14 And so like even back then I was doing sort of newsy performing,
14:19 you know, politically adjacent things, which is funny.
14:22 Cuz I don't even know where it came from.
14:23 I just it was just an instinct, you know.
14:25 Well, I mean yeah, that okay.
14:25 So but then you get to college, right?
14:27 And you write a a college thesis about it
14:30 makes me realize that maybe maybe our problems aren't new.
14:34 They're just more exaggerated now, but you you write a college thesis
14:37 about white working-class voters leaving the Democratic Party.
14:40 That was that was that was 2002.
14:41 2002.
14:42 2002.
14:44 Uh were you were you what were you seeing then?
14:46 Were you prophetic?
14:47 Like what uh why does it why for so
14:50 many people did it only become obvious later?
14:52 Yeah, at that point,
14:53 let's see in 2000 I mean I I had started
14:56 to I I interned in the Boston State House one summer.
15:00 I um was getting ready.
15:02 I The the thesis I wrote was after
15:04 I uh interned for a semester in Washington, D.C.
15:08 And I interned in John Kerry's office.
15:10 He's from Massachusetts.
15:11 He's my home state senator.
15:12 So I I interned in his office, but I interned in the press office.
15:15 Um and I sat with his speechwriter, communications director,
15:20 political director as they were thinking about
15:22 a potential presidential run for John Kerry.
15:25 So, I kind of like I was bitten by the political bug then.
15:28 Um and um as part of you had to pick a thesis and as as part
15:33 of my thesis and everything I was reading in all my poli sci classes,
15:36 you know, I was sort of enamored with how Bill Clinton won in '92
15:42 after sort of just years and years of Democrats being in the wilderness.
15:47 And you know, I was like reading Stan Greenberg, who was his pollster,
15:51 who's still a pollster now, reading his books and all this stuff was for school.
15:55 And so much of it was, you know,
15:56 Clinton trying to win back the Reagan Democrats who had
16:00 left the party by emphasizing economic populism and all the rest.
16:06 And so, that was that was sort of my my thesis.
16:09 I remember at the time thinking, you know,
16:12 Clinton sort of moderated on a lot of cultural and social issues.
16:17 And even way, way, way back then in 2002,
16:21 some of them even then to me seemed like, "Eh, it's a little too much.
16:24 I feel like the next Democrat who's going to win is should not moderate
16:29 as much as Clinton did cuz I think we're a little bit past that." Also,
16:32 and then of course the war in Iraq starts and that scrambles our politics.
16:36 So, the white working class thesis that I did,
16:39 that was like right before that was before the war really got going.
16:41 And then the next thesis I write in um senior
16:45 year was basically after the 2002 midterms when Democrats got clobbered.
16:52 Um and it was one of the worst losses ever because,
16:55 you know, it's the out party in a year where George W.
16:57 Bush is president usually does well and we just did so
17:01 poorly and it was mainly because of 9/11 and how George W.
17:05 Bush um responded to it.
17:07 Yeah, it it interested me that that was your thesis cuz it does feel like
17:10 then you spent like the next 20
17:11 years trying to hold together this this coalition.
17:13 And then you see all these failures because
17:15 you could become part of obviously or we'll get to to to Obama but I I
17:20 was also interesting interested with the Kerry campaign.
17:23 Right you do you feel like getting started clipping
17:27 talk radio audio has helped you kind of figure
17:30 out this new this new environment we have where
17:32 everything is either an hour long or 30 second clips?
17:36 [snorts] That's that's a good point.
17:37 You know it's funny we never really um never really got
17:40 the it was called the radio actuality program off the ground.
17:44 Which was like you were supposed to like John Kerry was supposed to record
17:47 some things and then we would like pitch them to radio stations in Iowa.
17:51 We're very rural who would just like take a recording I guess
17:53 but it it even then they were like they were rejecting that.
17:56 Um but it what it what doing the clips what we
18:00 call them the clips every morning waking up at 4:00 a.m.
18:03 helped me to do was I read everything before everyone else.
18:07 I read like every single newspaper.
18:09 I read all the news.
18:10 I am still in our company right now where I am
18:14 a co-founder probably the most intense media monitor of anyone in the company.
18:20 [laughter]
18:20 Um maybe that.
18:21 You need that person that's like just cracked out on news.
18:24 Yes that and that was me.
18:25 So I got that start during the Kerry campaign and I liked
18:29 that I was always up on the news and you know that sort
18:34 of in between that and being a speech writer they had graduated me
18:38 to like writing the talking points the daily talking points for the campaign.
18:41 Um not just like not for the not for the senator but for everyone else
18:45 who was out in the field and in Iowa New Hampshire and that helped me figure
18:49 out how to to make things concise and to kind of condense a message uh
18:55 and sort of edit stuff out that wasn't
18:57 important and try to be as succinct as possible.
18:59 Do you feel like it kind of there was kind of a a chaos
19:02 that launched your career there because you start
19:05 out with the clips but then it feels
19:06 like am I correct in that the the campaign was kind of falling apart
19:10 and so that's how you end up being a speech writer all of a sudden like,
19:13 okay, this is my job.
19:14 And do you find that has been a consistent thing of in the chaos,
19:18 that's where growth happens or that was
19:20 that only really is maybe like the the beginning, the spark where that happens?
19:23 It for me, it's it's happened quite a few times.
19:26 And whenever young people ask me, you know,
19:29 who are interested in politics what they should do,
19:31 I always suggest campaigns because campaigns are
19:36 and I haven't been on one in a while,
19:37 so maybe it's different now, but usually they are short-staffed,
19:40 short on cash, and a bit chaotic.
19:43 And so there is not the rigid or the rigid hierarchy that you
19:47 have in so many other organizations where if you don't have the qualifications,
19:52 if you didn't put in the time, if you're too young,
19:54 you can't sort of, you know, climb up the ladder.
19:57 And campaigns, if you show up all the time, you're willing to put in the work,
20:02 and you have the talent, like you'll get the chance to prove yourself.
20:06 And mine was my situation was particularly lucky um because yeah,
20:12 as you as you mentioned uh John Kerry
20:15 who starts off as one of the front-runners um
20:17 suddenly falls to the back of the pack
20:19 when Howard Dean um becomes uh the new front-runner.
20:24 And John Kerry is almost out of money,
20:27 he has to mortgage his house, there's like a mutiny on the campaign,
20:31 the campaign manager is fired, a bunch of other people quit, my boss,
20:34 Robert Gibbs, goes on to be Obama's White House press secretary, quits.
20:37 Basically all of the people I was the press
20:39 assistant to like a whole bunch of people,
20:41 many of whom who quit, many of whom quit.
20:44 And I had been sitting next to Andre Cherny who was uh our speechwriter,
20:49 and I thought his job was very cool, and I and I I loved speechwriting.
20:54 I had wanted to try writing, too, and he kept telling me no,
20:57 I couldn't do it because uh he needed to hire someone with more experience.
21:00 And so I was like, well, if you need a hand I'm here to help,
21:04 even free I in my spare time, I can help you write stuff.
21:07 And then when uh everyone left the campaign and we were really screwed,
21:10 that's when they decided that they would make me
21:13 deputy speechwriter because they didn't have to pay me more.
21:17 I was only making $24,000 a year.
21:20 And so they didn't so they didn't have to pay me
21:22 more and they didn't think the campaign would last that much longer.
21:25 And so I got I got promoted and then You know something?
21:30 You know something?
21:32 If you had told us 1 year ago that we were going to come in third in Iowa,
21:36 we would have given anything for that.
21:38 And you know something?
21:40 You know something?
21:42 Not only are we going to New Hampshire, Tom Harkin,
21:45 we're going to South Carolina and Oklahoma and Arizona AND NORTH
21:49 DAKOTA AND NEW MEXICO AND WE'RE GOING TO CALIFORNIA AND TEXAS
21:53 AND NEW YORK AND WE GO TO SOUTH DAKOTA AND OREGON
21:56 AND WASHINGTON AND MICHIGAN AND THEN WE'RE GOING TO WASHINGTON, D.C.
22:00 TO TAKE BACK THE WHITE HOUSE.
22:04 [screaming] JOHN KERRY WINS THE PRIMARY.
22:05 THERE YOU GO.
22:06 YEAH, I I will say as someone that's talked about it a little bit
22:09 and then a lot more over the the last 8 years as far as politics,
22:13 I've always come at it from just a regular
22:16 schmo guy that's consuming news and like curating it.
22:23 Hey, I'll get you right back to the podcast in a minute,
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23:25 Make healthier eating easy with Factor.
23:29 To go back to This is a little bit kind of on chaos,
23:32 but this is maybe more about I'll use the word audacity.
23:35 It was cuz about for audacity for hope.
23:38 In 23, or wait, wait, wait, I know.
23:40 You're 23 back then.
23:42 You're backstage at the 2004 DNC.
23:45 Barack Obama is rehearsing his keynote.
23:48 You walk up to him and you tell him that Kerry needs one of his lines.
23:51 Is this a Is this a question or are you telling Obama?
23:55 And with that, where [laughter] where do you get the audacity?
24:00 Uh because obviously this is a moment that I think changes your life.
24:03 I I did not have the audacity.
24:04 I was basically like ordered to do it.
24:07 Okay.
24:08 And I I for people who know me,
24:11 and I don't know if you can you might not be able to tell on Twitter on the pod,
24:14 but I hate conflict.
24:16 It is like the the the idea that I would have to go tell anyone,
24:20 let alone Barack Obama,
24:22 something uncomfortable that could potentially cause conflict.
24:25 Like it gets me anxious thinking about it now.
24:28 So, um I was Yeah, so I was very junior speech writer on the Kerry campaign,
24:33 which means I didn't go on the road with him.
24:35 I was and they sent me to Boston to be backstage.
24:38 There's a there's a room of speechwriters at every convention,
24:42 I think Republican and Democrat, who sort of help with all the speeches that are
24:45 being given at the convention cuz there's just so many.
24:47 My job there as a representative from the Kerry campaign was to like make sure
24:51 that all the speeches match the message
24:53 of the Kerry campaign and nothing was too crazy.
24:55 So, I was working on a bunch of different people's speeches, just helping out.
24:57 And then I got a call from the road, um the campaign plane,
25:02 uh from the uh head speechwriter at the time,
25:05 who's now Congressman Josh Gottheimer from New Jersey.
25:09 Um and uh Gottheimer said, "Yeah,
25:13 he wants this line from Barack Obama's speech." And he did I was like,
25:18 "He wants the line?" He's like,
25:19 "Yeah, well, he's going to use the line." And I'm like,
25:21 "Did he already have the line?" Cuz I've seen drafts of the speech.
25:23 Like, "Did he already have the line?" He's like, "No, no,
25:25 I think he was pretty I think he was taking the line.
25:29 [laughter] Um so, they asked me So, he asked me he told me I had to go do it.
25:31 So, like I went to where Obama was practicing.
25:34 And the one thing that I thought would save me is Robert Gibbs,
25:38 who'd been my boss in the Kerry campaign, was now working for Obama.
25:41 And Gibbs was there.
25:42 So, I was like, "Well, I'm not going to have to go talk to Obama.
25:43 I can just talk to Gibbs." And I went and told Gibbs the whole thing.
25:47 And he was like, and then Obama heard us talking and was like,
25:50 "What's going on here?" And Gibbs is like, "Go ahead, tell him." [laughter]
25:54 So, that's how I I just sort of Just tossed into it.
25:57 Yeah, I was just tossed into it.
25:59 And I And I told him and he was like, you know,
26:03 walked up to like within an inch of my face and uh was like,
26:05 "Are you telling me I have to take out my favorite line?" And I was just,
26:08 you know, I think I lost consciousness.
26:10 And um And then that's when David Axelrod,
26:13 who I had never met, walked up to me and said,
26:15 "Son, let's let's walk outside and we'll we'll
26:18 rewrite the line together." And uh and we did.
26:20 It was the first first of many, many years of collaboration between Axe and I.
26:25 And then when you watch him speak, do you kind of do you know that night,
26:30 okay, there's something different about this guy,
26:32 there's something different about this moment?
26:34 Or you're like, maybe there's something there and it and it took time.
26:38 No, I knew it for sure.
26:39 And I And I had I had seen the speech.
26:43 Um and I thought the speech was I mean,
26:47 after having seen so many speeches at the convention
26:49 or or read so many speeches at the convention before they were
26:52 delivered and after having spent so much time on John
26:55 Kerry's campaign reading his speeches and helping to write his speeches,
26:59 I was like, "Oh, this is different,
27:00 this speech." But I still didn't know how how it would go until
27:03 I was on the floor the next night and he delivered the speech.
27:07 Now, even as we speak, there are those who are preparing to divide us.
27:12 The spin masters, the negative ad peddlers,
27:15 who embrace the politics of anything goes.
27:19 Well, I say to them tonight,
27:21 there is not a liberal America and a conservative America,
27:25 there is the United States of America.
27:29 There is not a black America and a white
27:32 America and Latino America and Asian America,
27:36 there's the United States of America.
27:42 [cheering] The pundits The pundits like to slice and dice
27:44 our country into red states and blue states.
27:48 Red states for Republicans, blue states for Democrats.
27:51 But I've got news for them, too.
27:52 We worship an awesome God in the blue states and we don't
27:56 like federal agents poking around in our libraries in the red states.
28:02 We coach Little League in the blue states and yes,
28:05 we've got some gay friends in the red states.
28:10 [cheering] There are patriots who opposed the war in Iraq
28:12 and there are patriots who supported the war in Iraq.
28:15 We are one people, all of us pledging allegiance to the stars and stripes,
28:19 all of us defending the United States of America.
28:25 [cheering] And I was just like, "Oh my god.
28:27 Like, this is wild." But I you know,
28:29 then it's it's July of 2004 and sort of goes out
28:34 of my mind because we have the rest of the race to go, we lose um and I mean,
28:41 you were speaking about sort of what happens after a campaign,
28:44 especially among young people and I I was back in Boston, you know,
28:47 and I remember the event at Faneuil Hall and just
28:51 looking around at the new friends I had made
28:53 on the campaign and everyone was just devastated and and then
28:56 I went home and lived with my parents again.
29:01 [laughter]
29:00 And um and then Kerry you know, months later Kerry called me up and was like,
29:06 "I'm the titular head of the party right now and I'm probably going to run
29:10 again for president or at least I'm going to think about it and I really loved
29:14 your speeches and I loved how you were and I want you to come back and work
29:18 for me." And now I I don't know I don't think he knew who I was.
29:24 [laughter] I think I think his um his his very talented,
29:27 wonderful comms director {slash} speech writer uh David Wade who I
29:31 I know very well probably told him this is your best bet.
29:35 Um I like the idea of of a speech
29:37 writer giving someone a speech to hire another speech writer.
29:42 [laughter]
29:42 It's just every and then and then another speech writer gives you your response.
29:46 Yes.
29:47 And I should say years years later, you know, Kerry was like,
29:50 "I should have John Kerry and I are good now." But anyway,
29:53 at the time so he he he you know, offers me this job and I was like thinking
29:58 about it and my parents wanted me to go
30:00 to law school and so I was thinking about
30:02 that and then Gibbs reaches out and he's like, "Obama needs a speech writer.
30:06 Would you be interested?" And I was like,
30:08 "Why does he need a speech writer?" He's like,
30:10 "Well, he doesn't think he does he doesn't think he needs a speech writer.
30:12 He wants to keep writing all the speeches
30:13 himself cuz that's what he's been doing.
30:15 He's wrong.
30:16 He's going to be a senator.
30:17 He's never going to he's never been this busy
30:19 and so why don't you have lunch with him?
30:22 Uh have have breakfast with him and uh and see how it goes." And so and I read
30:26 Dreams from My Father and I finished reading that book
30:29 and I remember telling my parents I was like,
30:33 "I I got to go see see about this like because
30:37 this book is incredible and I can't believe a person who wrote
30:41 a book this honest and interesting is now a US senator and also
30:47 gave that speech and like I got to see where this goes.
30:50 And is that is that meeting is that where
30:52 he asked you about your theory of writing?
30:55 Yes.
30:55 Yeah.
30:56 Okay.
30:56 And I was like I have no I have no Cuz what was it?
30:58 You you told him speeches could broaden the circle of people who who care.
31:02 And so does he hire you on the spot?
31:04 Yeah.
31:04 He he basically said um uh I still don't think I need a speech writer.
31:10 Uh but Gibbs says I do.
31:12 You seem nice enough.
31:13 Let's Let's see how this works.
31:15 What's the worst that could happen?
31:16 Yeah, that's what that was that's what it was.
31:19 Uh and I you know and I packed up all my stuff and I moved back to Washington.
31:23 Yeah.
31:23 Oh wow.
31:23 So just yeah just like that.
31:25 I mean I get it if you're if all
31:26 of a sudden you're like okay this I'm a true believer.
31:28 Why not?
31:29 Why wouldn't you do it?
31:30 And I also thought he's not I'm not going to get cuz at that point I was tired.
31:34 We just done a presidential campaign.
31:35 I was like I don't want to do another presidential campaign.
31:37 But luckily Barack Obama's not going to run for president.
31:39 He just got to the Senate.
31:42 [laughter]
31:42 And so I'll do this for a couple years and then maybe when '08 comes around
31:46 as opposed to like getting in that getting
31:48 involved in that I'll just go to law school.
31:49 Okay.
31:49 So something you actually commented on earlier and it's got me thinking here.
31:53 Uh you said sometimes or I I I think you said something along the lines of like
31:56 sometimes I I was writing for Obama so much it kind of changed how I talk.
32:01 Right?
32:01 Uh you've also been called kind of like uh Obama's mind reader.
32:05 How do you do that?
32:06 And also like and also how do you how do
32:08 you learn to write in someone else's voice like that?
32:11 Are you essentially acting or is it something else?
32:15 I when I started with him um I told Gibbs and I
32:20 told Obama like I need to be around him as much as possible.
32:27 Mhm.
32:27 Get to know him, talk to him.
32:29 And I'm not saying this because I'm like just
32:32 another staffer who wants face time with the boss.
32:35 Like part of it was born of my experience on the Kerry campaign.
32:38 John Kerry had um a very close advisor in Bob Shrum,
32:43 who was like his speech person, who you know,
32:45 was like a He was like a David Axelrod for him
32:47 and would like look over all his speeches and write speeches.
32:49 He wrote like Ted Kennedy's convention speech when he dropped out, you know.
32:53 And so, all the speechwriters would go through Shrum and none of us really
32:57 would ever sit with John Kerry and figure out what was on John Kerry's mind.
33:01 And because of that, John Kerry would sometimes literally
33:04 have four different speeches written by four different people
33:07 in front of him because he would go for outside
33:09 advice cuz he wasn't feeling good about his speech.
33:12 And that's what his speeches sounded like.
33:14 And all the Clinton people who joined the Kerry
33:17 campaign um in the general election would say,
33:20 "Oh, that's sort of what it was like with Bill Clinton, too." Mhm.
33:24 And I was like, "Look, if I had come to think that the only way
33:28 that something as is an odd and intimate relationship speech writing is,
33:32 the only way that works is if the two people really get to know each other.
33:36 And Obama was very amenable to that.
33:38 And so, I sat right outside his office
33:40 in the Senate and would see him all the time.
33:44 I went to every single constituent coffee he did.
33:47 And just listened to the questions he got
33:49 and the way he would answer the questions.
33:51 He was writing Audacity of Hope, his second book,
33:53 as soon as he got to the Senate.
33:55 He would send me chapters of Audacity of Hope and I would edit them.
34:00 Um and but it was also just incredibly valuable to read them and read
34:04 how he thinks and how he edits and all that kind of stuff.
34:06 And so, it was just a It was just trial and error and like
34:09 really getting to know him and how he speaks and and having interesting
34:13 conversations with him about politics and about life that helped me figure out
34:17 how he talks and how Not just how he talks, but how he thinks.
34:20 Who's the better writer?
34:22 He's the better writer.
34:24 For sure.
34:25 So, [snorts] then writing for someone who's a better writer than you,
34:28 what's the what's the ego experience of that?
34:30 Is there one?
34:32 There's not.
34:32 It's a It's It's weird because I always
34:35 saw it as an incredible gift that um Like
34:40 there's this when I would send a speech
34:43 um there's two ways the speech would come back.
34:46 If the speech came back with like no edits on it
34:49 um or very few edits uh I would be like, "Okay, whatever.
34:54 I don't even think he cares about it this much."
34:56 And that that would happen with like smaller remarks.
34:59 Sometimes a speech would come back with like, "See me.
35:01 We're not there yet." And then I would get
35:02 very like nervous and that's when you you're like,
35:05 "Oh, I this up." Or this is not good.
35:07 And then then I'd sit with them and he'd come
35:08 up with ideas and we would just talk it through.
35:10 But then a lot of times the speech would come back and it
35:13 would just be like so marked up um and and he would have
35:17 like uh extra yellow uh note pages like big a big yellow notepad
35:23 and he'd have like pages and pages just written and he'd be like,
35:26 "Well, I like what you did here.
35:27 I like the end.
35:28 I like this part, but I just wrote this part
35:30 uh myself and I don't exactly know where it goes,
35:33 but it's like an interesting and that to me
35:36 was the best scenario because what he wrote
35:40 would always be the kind of thing that you
35:43 just have not heard from any other politician.
35:46 That is a new idea, a new way of saying something.
35:49 So interesting, so fresh and then it would be my job to figure out because
35:55 he he's a writer before he is a speaker even though people wouldn't think that.
35:59 And so my job would be to figure out, "Okay,
36:01 how to condense this 11 extra pages he gave me into what should be like a three
36:08 or four page speech without losing what makes
36:11 it special um and then and and you know,
36:14 sanding it down so much that it's just another you know,
36:17 Democratic politician speech that anyone could deliver.
36:20 And I loved that challenge.
36:21 And I and I learned from it.
36:22 And so like I learned my writing improved because of him.
36:27 And regarding speeches, if we if we talk about a specific one,
36:30 well, you know, let's say a more perfect union, right?
36:33 Philadelphia, March 2008.
36:36 A lot of people consider it the the best
36:37 political speech in maybe like the last 30 years.
36:40 We the people in order to form a more perfect union.
36:47 221 years ago in a hall that still stands across the street a group
36:53 of men gathered and with these simple
36:55 words launched America's improbable experiment in democracy.
37:01 Farmers and scholars statesmen and patriots who had
37:05 traveled across the ocean to escape tyranny and persecution
37:09 finally made real their declaration of independence at a Philadelphia
37:15 convention that lasted through the spring of 1787.
37:20 The document they produced was eventually signed but ultimately unfinished.
37:27 It was stained by this nation's original sin of slavery.
37:32 A question that divided the colonies and brought the convention
37:36 to a stalemate until the founders chose to allow
37:40 the slave trade to continue for at least 20 more
37:44 years and to leave any final resolution to future generations.
37:50 Of course, the answer to the slavery
37:53 question was already embedded within our Constitution.
37:58 A Constitution that had at its very core
38:01 the ideal of equal citizenship under the law.
38:05 A Constitution that promised its people liberty and justice
38:10 and a union that could be and should be perfected over time.
38:17 And yet words on a parchment would not be
38:20 enough to deliver the slaves from bondage or provide
38:24 men and women of every color and creed their full
38:26 rights and obligations as citizens of the United States.
38:31 That what would be needed were
38:33 Americans in successive generations who were willing
38:35 to do their part through protests and struggles on the streets and in the courts
38:41 through a civil war and civil disobedience and always a great risk to narrow
38:47 that gap between the promise of our ideals and the reality of their time.
38:53 What was the process of of writing that?
38:55 How much was you?
38:56 How much was him there?
38:58 Oh man, that was quite a process.
39:00 Yeah.
39:00 They um the Reverend Wright uh the tapes come out,
39:04 the the controversy erupts uh I believe on a Thursday or a Friday.
39:09 The government GIVES THEM THE DRUGS, BUILDS BIGGER PRISONS,
39:13 PASSES A THREE-STRIKE LAW, AND THEN WANTS US TO SING GOD BLESS AMERICA?
39:18 NO, NO, NO.
39:19 NOT GOD BLESS AMERICA.
39:21 GOD DAMN AMERICA THAT'S IN THE BIBLE FOR KILLING INNOCENT PEOPLE.
39:26 GOD DAMN AMERICA FOR TREATING OUR CITIZENS AS LESS THAN HUMAN.
39:31 GOD DAMN AMERICA AS LONG AS SHE TRIES TRIES
39:35 TO ACT LIKE SHE IS GOD AND SHE IS SUPREME.
39:39 And they the campaign originally decides he's going
39:43 to you know do a round of cable TV interviews.
39:47 Those don't work.
39:49 Um and doesn't do do anything to get the controversy to go away.
39:53 And Saturday morning I wake up and I there's a senior staff call,
39:59 I get on the call and Axelrod's like,
40:02 "All right, guys, he wants to give a speech." Like,
40:06 "What?" He's like, "He wants to give a speech about race." "Okay." I was like,
40:10 "All right, well, so when can I meet with him?
40:12 And like, is it going to be like, you know, a week from today?" Whatever.
40:15 He's like, "He wants to give it to Tuesday." And I say,
40:19 "You want to give it Tuesday?
40:21 Like, what what what?
40:22 Like, when am I What this That's a big speech.
40:25 When am I And he's like, like, "Well, can I meet with them now?
40:27 Can I talk to him now?" He's like, "He's campaigning all day.
40:29 He can't talk to you till tonight." So, at like 10:30 at night,
40:34 um I talked to Obama on Saturday, and he was like,
40:39 "I'm just going to give you stream of consciousness off the top of my head
40:42 what I'm thinking." He's such a lawyer though that even off the top of his head,
40:48 it was like, "All right,
40:49 first I want to say this, and then it's going to be 1A, 1B,
40:53 two is going to be this, 2A, 2B." And he had like an outline.
40:57 And then he talked through He and I talked through like a story
41:01 to end it with, and we settled on the story that we used,
41:04 just kind of talking through it,
41:05 and then I hung up with him at like almost midnight,
41:08 and he's like, "All right, um I will need a draft of this by uh tomorrow night,
41:15 Sunday night, uh right after I put the girls to bed." Cuz he was in Chicago.
41:18 It was um St.
41:19 Patrick's Day weekend.
41:20 And so I uh immediately uh I was too freaked out to start writing,
41:25 and I was like, "I do need some sleep." Um but it was also St.
41:28 Patrick's Day, so I I I went and had
41:30 a beer with people on the campaign who were out,
41:33 came back home, and then I woke up at like 5:00 a.m.
41:37 And I went to the Starbucks near our house in Chicago, in Lincoln Park,
41:42 and um I just wrote wrote wrote wrote wrote all day, sent it to him.
41:48 He sent me something back Monday morning with just so many track changes.
41:53 Just The track changes were in blue.
41:56 And it was just like pages and pages of blue.
41:58 And then I incorporated them, I wrote more,
42:01 he did another round of track changes, and then on Tuesday morning,
42:05 like at 4:00 in the morning, he sent the speech to me,
42:07 Axelrod, Plouffe, Gibbs, and Valerie Jarrett, and he said, "This is the speech.
42:14 No one can touch it." Uh he's like,
42:16 "Fabs can touch it in terms of edits, like light edits, rhythms, word stuff.
42:21 I don't want any more substance.
42:22 I don't want anyone freaking out about the politics.
42:24 This is it.
42:24 This is what I want to say." And if I can ask there,
42:27 how how hard was it for you at the time to to maybe
42:31 write about race as a white guy knowing that, you know,
42:34 your boss might tell you, "No, you got it wrong." Yeah.
42:37 Well, part of what I did it with the parts of that speech that are me,
42:42 lot of the historical stuff in it,
42:43 like the like things about race that you can know and learn
42:48 if you read a lot about race, which I had, right?
42:51 Like I had a, you know, I sociology major,
42:54 political science major at a liberal arts school,
42:57 like I had I read it all, right?
42:59 Um but when you got to the personal stuff,
43:02 I had to basically put in placeholders for him, you know,
43:05 like I it especially in a situation
43:08 that the sensitivity wasn't just around race,
43:10 it was around his own personal relationships with a pastor
43:13 who had like baptized his children, you know?
43:16 Um and so that was very that was very tricky [laughter]
43:20 to to deal with, but so much of speechwriting
43:23 is about um honing the skill of empathy.
43:27 And you are constantly trying to put yourself
43:30 in the shoes of people whose lives are not like yours,
43:34 whose identities are not like yours, whose backgrounds are not like yours,
43:37 and trying to figure out, at least in politics,
43:40 what is the common thread that binds us even though we are so different?
43:45 Even though um we've had such different experiences in life,
43:49 even though I can't know what Barack Obama's life was like,
43:53 even though I can't know what um someone,
43:56 uh you know, a black person's life uh is like,
43:59 or a Latino's person's life is like,
44:01 or a gay person's like, I can't know all these things.
44:04 All I can do is try to put myself in their shoes
44:06 and try to um tell a story that everyone can see themselves in.
44:12 So, that actually Okay,
44:13 so that makes me then think of the Sandy Hook speech, right?
44:16 Obama said it was the the hardest thing he ever had to do.
44:19 I know there's not a parent in America who
44:23 doesn't feel the same overwhelming grief that I do.
44:28 The majority of those who died today were children.
44:32 Uh beautiful little kids between the ages of 5 and 10 years old.
44:48 They had their entire lives ahead of them.
44:51 Birthdays, graduations, weddings, kids of their own.
44:58 Um I guess for you, what do you What do you do when language in that situation
45:02 has to to carry something that it feels
45:04 like language itself by itself can't actually carry?
45:08 Looking back on that and and Cody Keenan who took
45:10 over for me was really the lead writer of that speech.
45:13 Not being a parent in that moment Mhm.
45:18 actually gave me some detachment from the emotion in a way.
45:24 Like it was horrific and tragic, but I remember when um Aurora,
45:28 the shooting in Aurora happened in Colorado, I was with the president.
45:32 Um I I was with Obama right before he went out on stage.
45:35 So, I had to I wrote a statement around that.
45:37 And he was about to go on stage and give the speech.
45:41 This is before Sandy Hook and he remember he
45:43 stopped and he was like he looked pretty upset
45:46 and I'm a kid who's very busy in the White
45:48 House writing speeches and I thought it was a tragedy,
45:50 but we deal with tragedies all the time, you know.
45:52 And um he said to me before he went on, he was like um you're not a parent yet.
45:59 He's like, but when you are someday,
46:02 you will realize that being a parent is like
46:06 walking around with your heart outside of your chest.
46:09 And, um which ended up later in the Sandy Hook speech.
46:14 And, at the time, I I thought it was a like a a beautiful
46:18 way to say that, a compelling way
46:20 to say that, but I thought that intellectually.
46:22 Um and now that I have kids, I think back on him telling me that, and I
46:26 always it like chokes me up just thinking about it.
46:29 I was I was going to ask you if I mean, I don't know.
46:32 I feel like we create so much that we never watch our own things,
46:35 but for something like that, as a parent, have you ever gone back?
46:39 Uh No, I haven't, actually.
46:41 It's hard I mean, I imagine.
46:43 You know, as a as a Yeah,
46:44 as a parent now, it's like it's just so different, right?
46:48 Because, you know, my my eldest is in school,
46:51 and the youngest is going to start school,
46:53 and you just start thinking about the world as it is right now,
46:57 and if you get too in your head about it, um you know, it's hard to keep going.
47:03 And, so you just all you got to do is
47:04 put your head down and enjoy the moments with them,
47:07 and then do the work that I'm doing, at least in my case.
47:11 Uh one of the last things I want to ask you regarding speeches is,
47:14 for you personally, so whether the the public thought it worked or not,
47:17 that doesn't matter.
47:18 Is there a speech from those years that you think that was a failure?
47:23 Oh, interesting.
47:24 Yeah, the you The easiest one to pick is the um the oil spill speech.
47:31 Okay.
47:31 Wait, why why's that?
47:32 So, you remember the Deepwater Horizon oil spill?
47:35 It was like 2010.
47:37 And, uh everyone was mad at Barack Obama because, uh we couldn't plug the well.
47:45 And, uh all the cable channels had, on the bottom of the screen,
47:49 24 hours a day, the well just spewing oil into the Gulf.
47:54 And, you couldn't do anything about it.
47:56 And, every time there was an incident or or a crisis in the Obama White House,
48:03 someone inevitably would say,
48:05 "He's got to give a big speech." Because he is the speech guy, right?
48:09 And there was a like sort of a gallows
48:12 humor joke that we would make where we'd say cuz
48:15 people would actually say this, not as much as we
48:17 would make fun of it for, but they would say,
48:18 "You need a race speech for X." Because of the because
48:21 of the race speech that we just talked about.
48:22 Mhm.
48:23 And because that worked so well.
48:24 And it is this It drove the speech writers crazy.
48:27 It drove Obama crazy.
48:28 Use your magic wand, John.
48:29 It is yes, it and it's of course what
48:31 drove the public crazy at times about Obama, right?
48:34 Which is like this man is the hope guy and he's supposed to fix
48:40 everything and he should be able to have the right words to fix everything.
48:44 And I remember and so someone was like inevitably he should
48:46 give an Oval Office address addressing the oil spill and I'm like,
48:49 "Okay, have we fixed the oil spill?
48:51 Do we know how to fix the oil spill?" No.
48:53 Well, then what's the speech going to be about?
48:53 Well, some of it's going to be about climate
48:55 change and the bigger issues and I was like, "Oh,
48:57 this is not going to work." And soon
48:59 nearly a mile beneath the surface of the ocean,
49:01 oil began spewing into the water.
49:05 Because there's never been a leak this size at this depth.
49:10 Stopping it has tested the limits of human technology.
49:14 That's why just after the rig sank, I assembled a team of our nation's
49:17 best scientists and engineers to tackle this challenge.
49:21 Sure enough, it was a weird speech.
49:23 It didn't help at all.
49:27 [laughter] And um but it was it was it's something I always
49:29 think about cuz I'm like sometimes a speech can't fix the problem.
49:32 What fixes the problem is someone going in there and fixing the well.
49:39 We'll get you back to the pod in just a minute,
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50:41 I want to get past the the the the writing.
50:44 I want to I want to thank of after the Obama White House.
50:47 Let's So you leave the White House at I think you were 31 around the time.
50:51 Is that right?
50:52 Yeah, I think that's right.
50:53 2013.
50:53 Well, yeah, whenever it was.
50:54 And so you say you you left more hopeful,
50:57 but you then also immediately start a consulting firm,
50:59 you're exploring Hollywood.
51:02 Uh do you feel like you were running towards anything,
51:04 running away from anything?
51:05 I felt like um I was burnt out in terms of uh
51:09 writing for I was burnt out of politics and writing for him.
51:12 And if I had left before the 2012 reelect, I would have felt guilty.
51:16 He wins the re-election, and I'm like, okay, this is Mhm.
51:20 I did it, and I've been with him for eight years.
51:23 It's a long time.
51:24 I had just met my now wife,
51:26 and I have not had a normal relationship uh ever at this point.
51:31 And so, or at least like a real long-term serious serious relationship.
51:35 And so, as like if I I I got to start my life,
51:38 and I can't stay in the White House and do this, and I do love writing,
51:43 and maybe I can write television or movies,
51:47 and it can you know it can be impactful in that way you know cuz they could
51:51 have sort of political themes whether explicit or implicit
51:55 and Tommy Vietor my co-host and co-founder he
52:00 was on board with that too so Tommy
52:01 and I were like all right we're going to write
52:02 a pilot television show and then I was
52:05 like and in the meantime we're going to start
52:06 this company and we're going to you know
52:08 do speech writing and Tommy can do some crisis
52:11 comms and Tommy's a great writer too so
52:13 he'll do writing and we'll just that that'll be
52:16 our firm it'll just be the two of us maybe one or one or two other people
52:19 and we'll get by and then someone will buy
52:20 our script and then that'll be the end of it.
52:23 And so okay when when you go from writing for the most powerful
52:26 person on Earth to building this this media company from a kitchen table right
52:31 the whole Crooked Media ecosystem is there
52:34 something that you learned along the way of like building something from scratch
52:39 that the the White House never taught you?
52:41 Yeah.
52:42 I mean the White House didn't teach me anything about [laughter]
52:45 like building a business starting a business hiring people like
52:49 having managing employees now Is it a different kind of chaos?
52:54 It is a different kind of chaos it is
52:57 also a skill I just didn't have you know Tommy
53:01 and I because we had started the consulting firm
53:03 and ended up with three or four employees we had
53:06 some experience with business so we like it that you
53:08 know Fenway which was our consulting firm that helped
53:11 us a little bit but it was really just starting
53:14 from scratch and we you know thankfully hired a COO
53:19 who was brilliant and helped build the company from scratch
53:23 and a and a chief content officer who the two
53:26 of them together Sarah and Tanya just like built
53:29 this company from nothing and but yeah those those first
53:33 years because you're thinking about politics you're hosting you're
53:36 recording but then in the other time you're thinking about
53:39 employees business office space taxes all the other that you
53:44 have to think about when you're running a business.
53:46 It's really hard.
53:47 And also, I mean, something that was new for you, too, right?
53:49 So, you said after Obama,
53:50 we'll see how long it takes for me to find my voice again.
53:53 Mhm.
53:53 It's been over a decade.
53:55 Have you?
53:56 Yeah, now I have.
53:57 How long did it take?
53:58 A couple of years cuz I would write um I think when I was in '13 and '14,
54:03 when I was doing Fenway, I would also like I had a col- I would write a column
54:06 for the Daily Beast once in a while and a couple other places and then
54:10 the Ringer and um and I rem- I look back now at some
54:14 of those and they the the first one sounded just so much like Obama.
54:17 It's just like a I'm still an Obama
54:19 speechwriter just just writing exactly like he talks.
54:23 And I think that podcasting helped me find my voice more than if I just kept
54:28 writing because the writing I would sort of naturally
54:31 go back to sort of the Obama ticks.
54:35 Um What are What are the Obama ticks?
54:37 Is it just certain sentence length, pauses?
54:39 How does that work?
54:40 It's sentence length, it's words he uses, it's the let me be clears,
54:44 it's you know, the it's just very a lot of semicolons.
54:49 He does The guy is not a fan of a period.
54:51 He doesn't like It's like a period.
54:53 Um and it's just the way that speeches are written, right?
54:56 Like there is sort of an an edifice around
54:58 political speeches that even Barack Obama, who you know,
55:01 I I'd say is different than a lot of other politicians,
55:03 still fell into sort of the general
55:05 edifice of what a political speech sounds like.
55:08 Getting out of that um took some time.
55:11 And then at some point though, I mean, I don't I don't do a lot of writing now,
55:14 but when I do I try much harder to write like I speak um on the pod,
55:20 which is more conversationally.
55:23 Um and that I think was the the lesson that podcasting helped me learn.
55:27 I'm hoping to I'm hoping to learn that as well cuz
55:29 I've had 20 years of people are like think that I have
55:32 two different voices because on my main show uh I talk
55:35 a mile a minute like I'm uh messed out of my mind,
55:37 and then this is This is just how I speak, so I don't know.
55:41 Uh maybe I'll find it.
55:42 Um something that I am interested though is,
55:44 especially as, you know, you go from something that's behind the scenes,
55:49 you're you're front-facing,
55:50 and this kind of is about Pod early on, but also now.
55:54 You guys kind of get hit from the the left for being too establishment
55:58 in people's eyes and from the right
55:59 for being uh like partisan advocacy in their eyes.
56:03 How do you sit with I guess taken taken hits from from all sides?
56:08 Is it just part of the game to you?
56:10 Yeah, just I'd like to know your thoughts.
56:11 I think it bothered me a lot in uh when we first started.
56:16 I think when uh there'd be a a Twitter fight or criticism,
56:20 especially from the left.
56:21 Um or not from the left, but like within the Democratic Party,
56:25 whether it was from the center-left or the left.
56:27 It would really bother me personally in like, I'd say, '17, '18.
56:33 And I don't know if it's just because I've been doing it
56:36 this long or I have grown as a person, thanks to therapy.
56:40 I don't know what it is, but or or maybe I'm just numb at this point.
56:44 But now, um it only like the when I respond or when it bugs me,
56:50 and people probably won't believe this, but it's but it's true.
56:53 Um I only get annoyed in terms of like
56:57 I'm always thinking about uh persuading other people.
57:00 And so, if there's an argument about there if
57:02 there's an argument out there and it includes me,
57:04 but it's an argument about something bigger I will hit back because I want
57:09 to engage in the argument because I want other people to believe what I believe.
57:13 When I get personal insults now I don't care.
57:16 Sure.
57:17 Because I'm like, there's What am I going to I'm not winning this fight,
57:20 and I can throw a personal insult back,
57:23 and sometimes if it's like a right-wing person, I will, just for fun,
57:26 but that's not It's not a good use of my time.
57:29 Sure.
57:30 But if someone is criticizing me or the show
57:33 or anything else for a position we've
57:35 taken or a candidate that I believe in, then I will try to make my case,
57:40 but I won't get as um I won't get as angry
57:44 or as personally upset or offended as I did like, you know, 7 or 8 years ago.
57:49 It was something that popped into my mind because I
57:51 saw several different reactions to you recently talking with Platner.
57:58 Yeah.
57:58 Right?
57:59 So, it was like there were some there were some people that were like,
58:01 "Can't believe this they they platformed this guy." And then "Oh,
58:04 I love that they platformed this guy." And then there was the the clip
58:08 around that that was making the rounds of talking about the the bailout.
58:12 And that even that was wild like seeing that
58:15 didn't even I figured that would go around.
58:16 I didn't I didn't know that that's been going around,
58:17 but I It's probably healthy that you're not not like searching yourself.
58:21 But uh it's And then there's like people that are like, "Oh,
58:23 this is like a really thoughtful interesting
58:25 conversation." And then there's other uh you know,
58:28 you always see the different captions on the same
58:29 video clip that can be drastically different.
58:31 And then another one's like, "Platner destroy Favreau." And I'm like,
58:35 "How are there [laughter] all these different
58:37 takes?" It was so it was so interesting.
58:39 And so that I just I was like I want I had to ask.
58:41 Do you But do you in your day-to-day life,
58:43 do you just do you not look at social stuff outside of maybe like if
58:48 a friend sends you something cuz there's just
58:50 too much to consume or are you in there?
58:51 Are you in the trenches?
58:53 Um I'm not in the trenches as much as I used to be.
58:56 Uh my friends and um colleagues here might disagree, but [laughter]
59:01 but I I'm not.
59:02 Um it What's What's interesting is how I
59:05 prepare for a conversation like that and how
59:08 that has changed and how that and how the outside noise could impact that.
59:12 So, for example, with Platner, I'm like, "Okay,
59:15 he's coming in." Tommy interviewed him uh in October.
59:20 That's when the the the Nazi tattoo was revealed.
59:24 And you know, and and look,
59:26 I think Tommy also brought Tommy called like the other
59:30 campaign like his his his potential opponents to like
59:32 basically get their opposition research on Platner and asked
59:36 him about all the Reddit posts and everything else.
59:38 So, and then everyone was like, "Oh,
59:39 it was an easy interview on Pod Save America." Whatever else.
59:41 Fine.
59:42 So, then Platner comes in and I'm like, "Okay,
59:44 I have a couple of things to think about.
59:46 Do I need to Obviously, I'm going to ask him about the tattoo again.
59:50 But, like why am I going to keep pressing on the tattoo issue?
59:55 And keep going and follow up follow up when I personally have all the answers,
59:59 when I have seen and heard all
1:00:01 of the answers he's given in other interviews about it.
1:00:04 So, am I just doing this to protect myself from criticism online?
1:00:10 Cuz if so, why am I doing that?
1:00:13 Who the cares?
1:00:14 Like that's a waste of the audience's time because that's covering my ass.
1:00:18 Mhm.
1:00:18 And it's like, I know what the answers is that he's given.
1:00:21 I personally believe them.
1:00:23 And so, I should try to ask him about
1:00:26 other stuff while I have him here for an hour.
1:00:29 And then, the other thing I thought about is I
1:00:30 got cuz I had heard him talk about he was I
1:00:33 doing a podcast with David Remnick couple months ago and he
1:00:35 talked about Obama and the bankers and stuff like that.
1:00:38 And I was like, "Oh,
1:00:39 this would be a fascinating conversation to have with him." It was like,
1:00:41 "And I fully realized before I had it that it was like,
1:00:44 if I do this, I will come off as the neolib
1:00:46 Obama shill that's defending the banks." Um but, I really want
1:00:50 to know what Graham thinks and I want to go back
1:00:52 and forth on this and just see what kind of conversation we have.
1:00:55 And it's like, if someone criticizes me for it, I don't care.
1:00:59 I know I know how I feel about that.
1:01:01 And I think the value,
1:01:03 the benefit from that conversation could be some people who may
1:01:06 not post may have learned something different than they didn't know before.
1:01:10 Either from me or from Graham.
1:01:11 Like I you know, And you said
1:01:13 from like whether it be your podcasting your writing, a lot of uh you know,
1:01:17 what you do is meant to kind of sway opinion,
1:01:20 change minds, or kind of like open eyes.
1:01:22 Um this one's kind of a you know, you've been one of the most one of the more
1:01:26 prominent voices in Democratic messaging for almost 20 years.
1:01:29 You know, the party lost in 2024.
1:01:32 They lost the working-class voters at historic rates like we you know,
1:01:36 obviously this group that you've been thinking about for 20 plus years.
1:01:39 For you personally and it's not me putting it on you.
1:01:42 For you personally in your your own head, what responsibility are you taking
1:01:47 for like the failure of Democratic communication?
1:01:50 Yeah, like do you do you do you put that on yourself or just because like
1:01:54 you're so in the game and this is your life or you see it as something separate?
1:01:58 I'm harder on myself if I think I have held something
1:02:02 back for fear of blowback or to not piss people off.
1:02:08 As I said, I don't I don't love conflict.
1:02:11 And so if if it's anything, it's like oh I should have said this earlier.
1:02:15 I should have said it louder.
1:02:17 And I have tried after 2016, 2024, all the rest,
1:02:25 to just be more humble and have some humility in my opinions.
1:02:30 And I realize that some people could take that as like wishy-washy.
1:02:35 But like for example,
1:02:37 I said a couple weeks before the Texas Senate primary that I thought that I
1:02:42 I think Talarico has a better chance to win and I have always admired him.
1:02:50 And you know, it wasn't like a hey everyone, go vote Talarico.
1:02:54 I am firmly in you know, Sure.
1:02:56 And there's some you know, I had tweeted something and some people were like,
1:03:00 well, why why hasn't the pod said anything?
1:03:04 Jasmine Crockett would lose and we can tell you guys
1:03:07 like Talarico and why aren't you coming down stronger for Talarico?
1:03:11 Why wasn't it a more full-throated endorsement?
1:03:14 Why are you so scared?
1:03:15 And it's like, look, in that situation,
1:03:17 I want to have the humility to think that to say
1:03:20 I do believe that Tellez Rico is the better bet, but I don't know for sure.
1:03:25 I can't I can't get in the minds of Texas voters.
1:03:28 I don't know I'm not like I have
1:03:30 experience that does not make me an infallible expert,
1:03:33 clearly, if you look at the last several years.
1:03:36 So, I'm going to give you my best guess and my best
1:03:39 analysis based on the experience I have, the data I've seen,
1:03:43 and then I'm going to let you make decision for yourself
1:03:45 knowing that like I am not completely certain in the outcome,
1:03:49 which is why, you know, we we always say like we're out
1:03:51 of the prediction business and we've said that since 2016.
1:03:54 And obviously, you can't be completely out of predicting
1:03:57 anything in this in this business because people
1:03:59 are asking you what you they think is going to happen or what the best bet is.
1:04:02 But I do think all of Democratic politics, politics in general,
1:04:06 would be a lot better if we all
1:04:08 had a dose of humility about um our pronunciations
1:04:13 about uh our pronouncements about what what the messaging
1:04:16 should be or what the strategy should be.
1:04:18 No, that's really that's really thoughtful to me or to me cuz uh it does feel
1:04:22 like having that balance between not being scared
1:04:25 to become the news as someone that covers it,
1:04:28 but also that not being the main goal,
1:04:31 which I think is where we see unfortunately a a lot of people who
1:04:34 have kind of entered the space for bad reasons in the last I mean,
1:04:39 it's more four, but four to eight years, I'd say.
1:04:41 Yeah.
1:04:42 It will you know, certainty it gets more attention.
1:04:46 You know, like if you can tell people this is
1:04:48 going to happen or this is absolutely we are going
1:04:51 to lose if this doesn't happen blah blah like that's going
1:04:53 to capture more attention and it's probably going to do better,
1:04:56 but like I don't know, you know, I'm just I'm just here to try to help.
1:05:00 Yeah, no.
1:05:01 I'm going to try to do the best I can.
1:05:02 Yeah, no, I mean, I don't know.
1:05:04 Talking about it it makes me think of communication style and then obviously,
1:05:07 you know, I have to think of like Trump's communication style.
1:05:09 It feels like it's Is it Is it Would you
1:05:11 say it's the opposite of everything that you believe in?
1:05:14 Not like the things he stands for, but his communication style.
1:05:16 It's right.
1:05:17 It's not nuanced.
1:05:18 It's not like coalition building.
1:05:20 It's not storytelling.
1:05:21 It's a hammer to the face.
1:05:23 And Everything is Everything is binary, black and white.
1:05:27 But every time he's run,
1:05:29 it's been more effective than what the Democrats have done.
1:05:31 You'll never take back our country with weakness.
1:05:35 You have to show strength and you have to be strong.
1:05:39 Yes.
1:05:39 like what do you make of that?
1:05:41 What I make of that is it is true.
1:05:44 The I don't think the answer is then we have to mimic that.
1:05:49 Mhm.
1:05:49 Because I think if we mimic that and people have Trump
1:05:54 and a uh a poor imitation of Trump trying to beat Trump,
1:05:58 they're going to go with the real thing.
1:06:00 And I also think that communication style at least for us,
1:06:07 for Democrats, has to flow from your beliefs about politics.
1:06:11 Mhm.
1:06:12 And if our belief about politics is that um democratic governance is the best
1:06:18 form of government and that that gives people the best chance to live happy,
1:06:24 fulfilling lives, that kind of government requires
1:06:28 an ability to grasp nuance and complexity
1:06:33 and to care about people who we don't know and who aren't like us.
1:06:38 And to be honest, to the best of our ability.
1:06:41 And there are a lot of ways that can go south.
1:06:46 And but our job is to make that successful
1:06:49 and to and to win without losing those principles.
1:06:52 Because if we lose those principles, it's not just a moral tragedy.
1:06:56 I don't think it is I don't think it is politically viable.
1:06:59 Because I think that imitating Trump is empty calories.
1:07:05 It like It It might get people thrilled for a little bit.
1:07:08 Oh, he punched him back.
1:07:09 That's great.
1:07:10 Wonderful.
1:07:10 Fine.
1:07:11 But like if there's nothing behind it,
1:07:13 if there's nothing underlying it, if there's not like a deeper vision,
1:07:17 a broader vision of like what you want
1:07:19 for the country and where you want to take the country,
1:07:21 people are going to under people are going to see through that.
1:07:24 They're just going to see through it.
1:07:25 So, do you think like what Newsom's doing,
1:07:27 is it that more or it's just the mimicry?
1:07:30 It It's funny because I Tommy and I
1:07:32 interviewed Newsom last night um on his book tour.
1:07:36 And I can already see him you know, at one point he's talking about his social
1:07:40 media and punching back and Democrats need to fight.
1:07:43 And then he was saying towards the end of the the interview, he was like,
1:07:47 but at some point he's like, we got to draw lines,
1:07:50 but we also got to draw a circle.
1:07:52 And we got to bring people back together and we can't just be
1:07:55 in total And I could see that I could see in his mind
1:07:58 the tension where he knows and this is what I think this is
1:08:01 back to our back to your first question about Tal Reco and Crockett.
1:08:04 Mhm.
1:08:05 I think this is what Tal Reco sees.
1:08:06 I think this is what Obama sees.
1:08:08 Like I I realize that Democrats right now are
1:08:13 like we need to punch him in the face.
1:08:15 We need a fighter.
1:08:16 And anyone who doesn't say that is just like the whole Michelle Obama,
1:08:20 you know, when they go when they go low, we go high.
1:08:23 When they go low, we go high.
1:08:25 It is like the easiest line to trash in the Democratic
1:08:28 Party right now and has been for several years.
1:08:30 It's just so easy to trash.
1:08:31 And like my my belief is not that it's about us being nice, right?
1:08:36 Like I don't think we just need to be nice all the time
1:08:38 and just be shrinking violets and turn the other cheek and all that kind
1:08:41 of I think that we need to know what we are for, where
1:08:45 we want to take the country how we want to get us there.
1:08:49 And then speak forcefully and passionately about
1:08:52 that and argue for that position fiercely.
1:08:55 But like you can't you can't start from well,
1:08:58 now we're just going to throw haymakers and we'll figure out the rest later.
1:09:02 Right.
1:09:03 which is where we which is, you know,
1:09:04 which is where I think a lot of politicians are.
1:09:08 [snorts] Yeah, that that Newsom I I squint a lot
1:09:11 because he just seems like three different people.
1:09:14 He's his uh media person online and then when he speaks,
1:09:19 depending on if he's talking to a Republican or not,
1:09:20 drastically different person,
1:09:22 whether it be more accommodating or uh more aggressive.
1:09:25 But kind of I want to get down to the last two questions here, right?
1:09:28 We're sitting in March of 2026.
1:09:31 Uh there's there's a war in Iran uh that Congress didn't vote on.
1:09:35 Feels just like more and more chaotic by the day.
1:09:37 We don't know where things are going to go.
1:09:38 Uh and and y'all I mean you built I feel like Crooked Media
1:09:41 to a for a certain degree to to give people a place to feel like,
1:09:44 you know, the stakes are real with also
1:09:46 without those people hopefully uh collapsing into nihilism.
1:09:50 Do you feel like that's still possible?
1:09:52 Is it actually more possible?
1:09:54 Like do you feel like the energy rising as we get closer to the midterms?
1:09:57 I do.
1:09:58 I feel the I feel the energy rising.
1:10:00 I do think it I have to think it's possible.
1:10:02 Um I I I think I am incapable of sort of giving up hope.
1:10:08 Um and I don't know if that is just who I am,
1:10:12 if it's the person I worked for for all those years,
1:10:15 if I'm just naive and just just like banging my head against a wall.
1:10:19 Um but I think that there are two I really do believe there are two options,
1:10:25 which is to give up or to keep fighting.
1:10:29 And I think that giving up ensures the worst outcome.
1:10:34 And I think that fighting at least gives us a chance.
1:10:37 And I have seen enough in my own life,
1:10:41 in in politics, throughout history, where you know,
1:10:46 dark dark periods um turn into something
1:10:49 better because people are out there and putting
1:10:52 themselves on the line and organizing
1:10:55 and working in all kinds of different ways.
1:10:57 Um and and some are riskier than others,
1:11:00 but but everyone's try sort of doing their part and doesn't happen all at once.
1:11:04 Sometimes I mean, you know,
1:11:05 civil rights movement took decades and I think about that and I'm like,
1:11:10 "Do I want to spend my days this way or do I want
1:11:14 to do something else in order to turn away from what is clearly an awful,
1:11:21 upsetting situation every single day?"
1:11:24 And while sometimes turning away seems tempting,
1:11:27 I maybe it's the Catholic guilt, you know, like I just feel like I don't
1:11:32 want to like maybe that would be nice for me.
1:11:35 Maybe I could turn away and it'll be fine
1:11:36 and then I'll like my mental health would be better.
1:11:38 Probably it won't be because I'm an addict, a political addict,
1:11:41 but like I I can't do that and so I'm just going
1:11:44 to I'm just going to keep doing this with the time that I have.
1:11:47 And so okay, that perfectly ties into what I wanted
1:11:49 to ask for the last question which was after everything, right?
1:11:53 Going through Kerry, Obama, the White House, Sandy Hook, Trump,
1:11:57 building a company, getting hit in 2024 with a the return of Trump.
1:12:01 Like do you still believe that the right words said in the right way
1:12:05 can actually change things or is that a belief that's been tweaked or altered?
1:12:10 Oh, I a thousand percent believe that.
1:12:13 I think whether it is it may not be the the the types
1:12:17 of speeches that I used to write for Obama that does that.
1:12:20 But the way that people change their minds is through conversations.
1:12:23 That is the way that we talk, we change each other's mind.
1:12:26 Whether it's about politics or whether it's an argument
1:12:29 with your friend or somebody in your family, right?
1:12:31 Like words, the words that we choose,
1:12:34 the conversations that we have is what persuades someone else
1:12:39 and our ability to be persuaded to change our minds is
1:12:43 what makes us human and it is what has been
1:12:45 like the fulcrum of human progress since the beginning of time.
1:12:49 And so I have to believe that figuring out the right
1:12:52 words and um and and going back and forth with people
1:12:56 cuz it's not a one-way street either to have a conversation
1:12:59 with people and try to like reach some common agreement.
1:13:03 I I have to believe that's possible.
1:13:04 John, thank you so much for for sharing your ears with me today.
1:13:07 Thank you.
1:13:08 This was this is a really great conversation.
1:13:09 I appreciate it.
1:13:10 It's nice to get asked some questions.
1:13:12 A little therapy.
1:13:13 Yeah, exactly.