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On with Kara SwisherOn with Kara Swisher

How it took Jeff Hiller 20 years to become an overnight success

Jeff Hiller spent more than 20 years chasing acting jobs before finally breaking through with Somebody Somewhere and winning an Emmy. But as he tells Kara, the award didn't magically fix Hollywood.

Jeff HillerguestKara Swisherhost
Jul 27, 202645mWatch on YouTube ↗

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Transcript

  1. 0:00 – 1:56

    Introduction

    1. JH

      No one's gonna cast me as a romantic lead, and I don't need to play the romantic lead. A lot of times those are really boring parts. It is on.

    2. KS

      Hi, everybody. Today I'm joined by Emmy-winning actor and comedian Jeff Hiller. You know him from Somebody Somewhere, Pluribus, and Widow's Bay. But it took decades of auditions and bit parts before he finally got his breakthrough. We talk about finding success later in life, rejection, Hollywood, and why it's never too late for everything to change. Don't go anywhere. Jeff, thank you for coming on On.

    3. JH

      Thank you for having me on On. [laughs]

    4. KS

      On, On. On, On. See, that's how I did it. That's how it works here. Um, so congratulations on your s- uh, on a second Emmy nomination.

    5. JH

      Thank you.

    6. KS

      Um, you've talked about how shocking your first nomination was last year after decades of just trying to make a living as an actor. How did number two compare? Are you just, are you one of those happy to be nominated types? Or are you just like, "Give me that fucking Emmy right now"?

    7. JH

      [laughs] Um, okay, I know it's cheesy, and I know this, this, this answer is like, "Oh, come on, you're lying," but I swear to you, I, I truly believe [laughs] that I am just happy to be in the conversation at all because I, I got to tell you, like, for a long, long time, I was like, you know, temping and teaching improv and, and, and, and just the idea that I get to be an actor, uh, at all is such a thrill for me. And so yeah, the, the second-- But also, it's like, I'm pretty sure I'm not gonna win this one. [laughs]

    8. KS

      Okay. [laughs]

    9. JH

      But I, I thought I wasn't gonna win the last one either, so I don't know.

    10. KS

      Yeah, yeah.

    11. JH

      But I am just sort of like-

    12. KS

      Wait, who is your biggest compet- You're up against Col- Colman Domingo again.

    13. JH

      Colman Domingo, yeah.

    14. KS

      Yeah.

    15. JH

      Jonathan Pryce. I mean, you know, it's like-

    16. KS

      Yeah.

    17. JH

      And it's also like my role in Pluribus was, you know, I was just one scene. It was a very good scene.

    18. KS

      It was a very good scene.

    19. JH

      It was just one scene. [laughs]

    20. KS

      It was an excellent scene. I was like, "What happened? What happened to him?"

  2. 1:56 – 4:20

    Life after winning an Emmy

    1. KS

      Um, that it's such a spectacular show. Talk about that idea of being an actor that I, I know a lot of actors, um, it's really difficult to keep going as an actor in general.

    2. JH

      I know, and you do sort of think like, like last year when I won an Emmy, I was like, "Oh, everything's, everything's fine now. It's all-"

    3. KS

      Yeah, yeah.

    4. JH

      [laughs] "... gonna be fine." But it's like-

    5. KS

      Yeah

    6. JH

      ... no, it's still a slog. You still gotta like-

    7. KS

      Yeah

    8. JH

      ... you know, audition and, and, you know, try and fit your weird peg into a-

    9. KS

      Yeah

    10. JH

      ... square hole. Um-

    11. KS

      Yeah.

    12. JH

      So yeah, it, it's, it's always hard and, you know, but it's a lot easier-

    13. KS

      Yeah

    14. JH

      ... once you have a little bit of success. [laughs]

    15. KS

      Yes, absolutely. Emmy Award-winning.

    16. JH

      Yeah.

    17. KS

      Um, so y- you, you, um, you managed to land roles in two big breakout TV shows this year, which is Pluribus and Widow's Bay. Your Emmy nomination is for a guest appearance in Pluribus. Your character, Larry, has to break it to Ray, Sea Horn's character, a romance novelist named Carol, that her late wife didn't like her books. The, the idea behind the show is that everyone on Earth except Carol and a few others are now part of the hive mind. They share one mind. Um, talk a little bit about it because I think it's all about AI, because of course I'm a tech person.

    18. JH

      [laughs]

    19. KS

      I'm like, "This is, this is AI for all of us," 'cause it's so sycophantic. Um, it's got all the characteristics. I know the author has said, no, it is not, but I don't care. Um-

    20. JH

      [laughs]

    21. KS

      Uh, can-

    22. JH

      That's what art is, right?

    23. KS

      Yes, exactly.

    24. JH

      [laughs]

    25. KS

      Um, talk about this character.

    26. JH

      Well, wh- when I auditioned, I did-- You know, they were very secretive about what the, you know, the hook of the show was. And so they told me, "You know, just pretend that you really love her. You're her father. You're talking about her dead mother." Uh, I wasn't, uh, a part of a hive mind talking about her dead wife. So, uh, it was, it was a little confusing. And at one point I s- uh, he said something and I said, "You mean like I know her like, like I really know her, or I know her like I science fiction-y kind of know her?" And he's like, "Science fiction-y." [laughs] Um, so, uh, you know, the c- the, the audition was, was complicated. And then when I got there, I went through, you know, a fitting and a, a, uh, and I-- They gave me this weird, all these different bicycle uniforms. [laughs] And I was like, "What is this show?" And it wasn't until Ray, um, texted me to say, "Hey, would you like to come over to my place, uh, on Sunday?"

  3. 4:20 – 10:36

    Inside Apple TV's Pluribus

    1. JH

      Her one day off. You know, she, she had just that Saturday had been in LA for, because she was in the Bad Boys movie, and she needed to be there for the premiere. And so on her one day off from this incredibly intense shoot, she invited me over to her house. And the writer, Alison Tatlock, and the director, Zetna Fuentes, s- sat, sat down and just talked me through this thing, which you just explained actually quite-

    2. KS

      Thank you

    3. JH

      ... well, very quickly-

    4. KS

      Yeah, yeah

    5. JH

      ... and efficiently.

    6. KS

      Yeah.

    7. JH

      And, um, but of course, I had like so many more questions.

    8. KS

      Mm-hmm.

    9. JH

      And, and the big thing, the big takeaway was that my love for her is genuine, and they really wanted me to have genuine love for her. And so that-

    10. KS

      Mm-hmm

    11. JH

      ... was really my sort of guidepost. Do you like my books? Oh, we love your books. It was, it was a difficult exer- acting exercise, but it was great. And, and, and the, the director, Zetna, she shot it like a play and-

    12. KS

      Mm-hmm

    13. JH

      ... and, uh, and it's a seven-and-a-half minute scene and, and Alison was like, "This never happens in TV. Let's just let it breathe and enjoy it." And it was-

    14. KS

      Mm-hmm.

    15. JH

      Ray and I kind of nerded out like, you know, actors-

    16. KS

      Yeah, you get to talk

    17. JH

      ... tend to do.

    18. KS

      Yeah.

    19. JH

      Yeah, exactly.

    20. KS

      You get to talk. But what, um-

    21. JH

      You get to talk

    22. KS

      ... but, but you, you, you had to shift the conception of the character on the spot, right? 'Cause you're speaking for everyone in some way.

    23. JH

      Exactly.

    24. KS

      Yeah.

    25. JH

      And, and that was the big takeaway is that we all feel this way. But it was also just like knowing all of the words like even though you all have the same mind, if you have a lisp, you'll still have a lisp post thing. If you have a limp, you'll still have a limp, that kind of a thing. So I didn't have to worry about like, I don't know, matching pitch or timbre or anything, but just, um, this idea of in that moment we were so in love with her because it was kind of before she had Done bad things to us. [laughs]

    26. KS

      Right, right, before she had, and will continue to do so it seems like from the last episode

    27. JH

      That's it. [laughs] Talking about last episode, yeah. [laughs]

    28. KS

      Um, such a- that was the finest end to a sh- uh, to a season that I thought it was perfect. It was actually perfect. Um, it, but, but standing out in just a short role is really remarkable, actually. I, I, I still remember that scene between the two. There were several scenes like that, including when she talks about wanting to have an atom bomb at the same time. So how do you go about making that character your own while also making him part of the hive?

    29. JH

      I mean, it was, it, it was super complicated, and there was, I mean, there was just so many questions about, like, "But am I allowed to be this way or that way?" Um, and they were [laughs] very patient. And I think they kind of understood that this was a complicated assignment. And so because I was just sort of landing and immediately shooting, as a guest star is want to do, um, the, the big thing was about, uh, um, just feeling, showing how much I love her and how this information I know will disappoint her, but I can't lie, and so, uh, I, I have to very gently tell her, um, this truth that I don't think she's gonna wanna hear, and in fact, she doesn't wanna hear. Um, and, and I loved that. And I loved, like, that idea [laughs] of, of finding out your partner isn't wild about your, uh, your work is so juicy. There's that movie, um, You Hurt My Feelings, that Nicole Holof- Holofcener movie that's so good [laughs] about that exact topic. Um, s- so I was really into that concept, and also into this concept of this hive mind, loving her and wanting to protect her, but, uh, not being able to lie, you know?

    30. KS

      If asked. If asked-

  4. 10:36 – 21:30

    Why Widow's Bay works 18:39 Hollywood's beauty standards

    1. KS

      Okay.

    2. JH

      [laughs] Um, she saw it anyway-

    3. KS

      Yeah. [laughs]

    4. JH

      ... and, uh, and said, "Yeah, yeah, this was great. It's not-"

    5. KS

      Mm-hmm

    6. JH

      ... "gonna work at all. You'd have to do it really differently." [laughs]

    7. KS

      Right. Right. Right.

    8. JH

      Because I was a little broad.

    9. KS

      This, this Dale character. This Dale character.

    10. JH

      Yes, exactly. And she also said, "It's a very tiny role. I, I completely get it if you don't wanna do it, but I'd love to have you there, but it's a very small role. He's gonna die in episode," whatever, I can't remember what episode it was. And um, and, and I said, "I would love to do it because I, I would love to get health insurance." [laughs]

    11. KS

      Right. Right. Oh, good.

    12. JH

      And, and-

    13. KS

      Good reason

    14. JH

      ... so I did it.

    15. KS

      Yeah.

    16. JH

      And, and then it turned out to be this great show. They l- they let me improvise a little bit here and there-

    17. KS

      Mm-hmm

    18. JH

      ... and I, my role gradually got a little bit bigger-

    19. KS

      Mm-hmm

    20. JH

      ... until they finally said, "Do you mind if we don't kill you off?" Which that happened even before I was nominated for an Emmy, so I gotta say-

    21. KS

      Well, now they can't kill you off. I won't, uh, give away any spoilers, but your character, Dale, seems poised to have a much bigger role in the second season. He's the only one who knows the island's dark secret, of which there are many, by the way. Um, w- how do you, where do you see yourself headed with Dale? Dale is a minor role. I was like, "Where is he?" And then you're sitting in a [laughs] meeting.

    22. JH

      [laughs]

    23. KS

      I was watching and I was like, "The lady with the g- with the, uh, cigarettes' real good." Like she has a lot of good lines.

    24. JH

      Oh, Dale Dickey.

    25. KS

      Yeah, Dale. She's amazing.

    26. JH

      The best.

    27. KS

      Has she been waiting forever for that role? I feel like this is the perfect role for this woman. Um-

    28. JH

      It really is.

    29. KS

      Yeah.

    30. JH

      And, and I l- was, she got nominated for an Emmy, too, and, and-

  5. 21:30 – 26:38

    Why Hollywood is broken for working actors

    1. JH

      you got a commercial or something, that the residuals would last you for the entire year, and you might not have to have a temp job for that year.

    2. KS

      Mm-hmm.

    3. JH

      Um, and that's just not, that's just not a possibility at all.

    4. KS

      Mm-hmm.

    5. JH

      And on top of that, of course, I know I'm saying stuff that nobody, everybody's heard a million times, but like-

    6. KS

      Mm-hmm

    7. JH

      ... rent is so high.

    8. KS

      Mm-hmm.

    9. JH

      And we all have to live in these major cities where the rent is even higher than the rent-

    10. KS

      Mm-hmm

    11. JH

      ... [laughs]

    12. KS

      Right

    13. JH

      ... in other cities.

    14. KS

      Right.

    15. JH

      And so it just makes it so that you can't be, uh, you can just never get ahead financially. You can never feel safe financially. And, uh, it's terrifying. I mean, I, like, even just, like, pilot season. There used to be a pilot season, and even if you got a pilot and the pilot didn't get picked up, you made enough money from that pilot that you would be able to not work for a long time.

    16. KS

      Right.

    17. JH

      And it's like you get six episodes, and the next one we're gonna film in two years. [laughs]

    18. KS

      Right, right. Well, that's the-

    19. JH

      Where it used to be 22 episodes every year.

    20. KS

      Right, right, right. Yeah. It's funny that, you know, even winning an Emmy doesn't insulate you from this, but I have a lot of friends who've won Emmys, and it's, they say the exact same thing where, and you're sort of surprised. Um, one of my friends just got a, a regular broadcast show, and she was like, "It's 22 episodes. I don't know what to do."

    21. JH

      Mm-hmm.

    22. KS

      Right? Rather than six.

    23. JH

      Mm.

    24. KS

      Six to eight. I know, they get you-

    25. JH

      Dreamy.

    26. KS

      Dreamy. [laughs]

    27. JH

      Sexy. [laughs]

    28. KS

      Get yourself on Law & Order or some, one of those.

    29. JH

      I know. I want to.

    30. KS

      Yeah, you have to be. You'd be good as a quirky, uh, med- medical-

  6. 26:38 – 28:20

    Why Jeff Hiller rejects success myths

    1. JH

      and she was like, "You need to find a, a role that's kind of like you." And I thought, like, "They don't write roles like me." [laughs]

    2. KS

      They don't write, right. Right. They don't. No.

    3. JH

      [laughs]

    4. KS

      'Cause this is a very specific middle-class-

    5. JH

      Yeah

    6. KS

      ... life in a small Midwest town. It's-

    7. JH

      Right

    8. KS

      ... you know, it's about grief. It's about chosen family quite a bit. And-

    9. JH

      Yeah

    10. KS

      ... uh, they don't have fancy jobs. They, or live in big modern houses. Joel drives a, a old Buick LeSabre and dreams of owning a Vitamix.

    11. JH

      [laughs]

    12. KS

      Um, do you think Hollywood's moved away from telling those kind of stories over the last few-- They, they used to be quite prevalent, if you think about it.

    13. JH

      Oh, you think?

    14. KS

      Yeah.

    15. JH

      I feel like it's such an anomaly that we even got-

    16. KS

      Really?

    17. JH

      ... that show on the air.

    18. KS

      Well, Roseanne. There was a bunch before she lost her mind.

    19. JH

      Roseanne.

    20. KS

      Yeah.

    21. JH

      [laughs] I think that's true.

    22. KS

      There was a bunch. There were a bunch.

    23. JH

      I guess there's Roseanne.

    24. KS

      Archie Bunker. Malcolm in the Middle.

    25. JH

      Yeah. And the, and The Middle and things like that.

    26. KS

      Yeah.

    27. JH

      That's true.

    28. KS

      Yeah.

    29. JH

      They were all though, they were all very much family sitcoms. And-

    30. KS

      Right

  7. 28:20 – 35:26

    How Somebody Somewhere changed everything

    1. KS

      They're not, and they're not rich either-

    2. JH

      No, they're not rich

    3. KS

      ... as, as you know.

    4. JH

      They're not, um, yeah, and their problems are relatable. And in the same way that, like, people, I mean, people love Widow's Bay and, and Pluribus way more [laughs] than, than, than they loved Somebody Somewhere, but I think in the same way that, like, seeing this world that is so different than ours is kind of a relief, I think there is also a truth in seeing a world that is attainable. I- is actually a, a really beautiful thing to be able to see and have. Yeah.

    5. KS

      Yeah. The show also challenges viewers' expectations of what life in the rural Midwest can look like, right? We have, um, images of that that are probably out of date. Joel is an out gay man who goes to church and is surrounded by other queer people and straight people who love him. Um, tell, it's really interesting to ha- to, as you say, someone like yourself. Um, it, it does challenge our perceptions of what people's lives are like. I mean, I have a cousin who lives in a rural area and goes to church. He's gay. You know what I mean?

    6. JH

      Right.

    7. KS

      A very similar kind of, uh-

    8. JH

      Yeah.

    9. KS

      And it's-

    10. JH

      Well, see, and that's my, that was my thing too, is, like, I knew that person so well-

    11. KS

      Mm-hmm

    12. JH

      ... even if I wasn't exactly that person. I, 'cause I don't go to church every Sunday, and I don't live in the Midwest.

    13. KS

      Uh-huh.

    14. JH

      I live in New York City.

    15. KS

      Uh-huh.

    16. JH

      But I still, I knew, I don't know, 10 versions of that person from my time growing up in Texas.

    17. KS

      Mm-hmm.

    18. JH

      And I went to school at a, a Lutheran college in Seguin, Texas, and I knew so many out or, like, you know, glass closet out, um, uh, gay folks, both men and women, uh, who found their community in their church. But I'd never seen it portrayed in media, ever. Uh, not even in a novel. [laughs] Um, and, and it also, it wasn't playing it like his Christianity was a joke, and it wasn't, it didn't just fall into this idea of, like, w- what the news paints, uh, Christians as, uh, in general, which, you know, there are definitely those people who are sort of right-wing, but he, it's clear that Joel is a part of a progressive church. They're, they're handing out toiletry kits in one episode. They're blessing animals in another one.

    19. KS

      Right.

    20. JH

      These are, this is not, um, the easy depiction of a, of a church that's just, you know, "Kill the gays." [laughs]

    21. KS

      Right. Yeah, no, and it also challenges the idea that all gay people who live outside of cities live in fear and in the closet-

    22. JH

      Right

    23. KS

      ... uh, which is interesting. I was just, uh, this week in Traverse City, uh, visiting Pete Buttigieg and Chasten.

    24. JH

      Wow.

    25. KS

      Um, yeah, it was interesting. Uh, of course, they just had a very terrible thing happen to-

    26. JH

      Right

    27. KS

      ... one of their kids. Uh, but it was really interesting, and I was like, "Why do you live here?" Like- Why aren't you in-- [laughs] Where'd you go? You know what I mean? It was really, and they were sort of like-

    28. JH

      What did they say?

    29. KS

      ... "Kara, oh, stop being an asshole, Kara," essentially.

    30. JH

      [laughs]

  8. 35:26 – 45:12

    Faith, community and chosen family

    1. JH

      I, I think of it as community, and I think of it as, um, a, a, a really, uh, uh, being beautifully sacrificial and, and helpful and kindness. And, um, so I, I don't have those negative associations with church that-

    2. KS

      Mm-hmm

    3. JH

      ... a lot of people do.

    4. KS

      Mm-hmm.

    5. JH

      And, and like, like you said, this new pope, even the last pope was pretty good, too.

    6. KS

      Yeah.

    7. JH

      And-

    8. KS

      He was

    9. JH

      ... and the-

    10. KS

      He was a pre-pope for this pope.

    11. JH

      [laughs] Pre-pope. Um-

    12. KS

      He made, he made the way

    13. JH

      ... American pope, making everything-

    14. KS

      Right

    15. JH

      ... cool.

    16. KS

      Right. Yeah.

    17. JH

      Um, but I also feel, and, you know, I used to know all of these really cool progressive nuns, too. I, and I, and I worked-- I did, after college, I, I did this, I called it a Christian commune. It's, that's a little tongue in cheek, but it, where we were actively, you know, boots on the ground, helping folks. Um, and that is the church I choose to believe in, uh, that, that, that actively helps people and, and is good for the world rather than just this current church that gets all the press that's about, like, uh, just, I don't know, hating on people

    18. KS

      Mm-hmm

    19. JH

      Just period. I was gonna say [laughs]

    20. KS

      Yeah

    21. JH

      I was gonna list some people-

    22. KS

      They're focused on James Talarico

    23. JH

      But there's a lot of people.

    24. KS

      They're cha- focused on James Talarico this week.

    25. JH

      Right. [laughs] That's true.

    26. KS

      So, so that particular branch of the church, the hatred of-

    27. JH

      It's true. It's gonna-

    28. KS

      Um

    29. JH

      ... lead you into whatever women's bathrooms-

    30. KS

      I'm fascinated by how they're-

  9. 45:12 – 45:53

    What gives Jeff Hiller hope

    1. JH

      Yeah. [laughs]

    2. KS

      Yes, yes, yeah. Exactly. Anyway, good luck with next season, and-

    3. JH

      Thank you

    4. KS

      ... amazing job.

    5. JH

      Thank you.

    6. KS

      Today's show was produced by Michelle Aloy, Katherine Milsop, Madeleine Lapentte Dubbe, Megan Bernie, and Kaylin Lynch. Nishat Kurwa is Vox Media's executive producer of podcasts. Special thanks to Katherine Barner, Dave Shaw, and Julia Sharpe Levine. And our theme music is by Trackademics. If you're already following this show, you're sleeping well. If not, you're eating Taco Bell with the lettuce. Thanks for watching. See you on Thursday. [upbeat music]

Episode duration: 45:53

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