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Alison Stewart
This is all of it on wnyc. I'm Alison Stewart. You might expect that a Broadway debut from Jeff Ross, a man known for comic roasts, would be full of jokes. But his show Take a Banana for the Ride is also full of a deep appreciation for life.
Jeff Ross
And.
Interviewer/Producer
And that is because Jeff Ross has survived the dark times with humor as an aide. He grew up in Jersey, where his parents ran a catering hall until his mom grew ill and died when he was 14. His dad did his best with the kids and tried to live life without his wife, using cocaine as a way to cope. He passed away when Jeff was 19. Since then, Jeff has battled cancer and lost three of his closest friends within a few months.
Alison Stewart
Jeff Ross, Take a Banana for the Ride is available to stream now on Netflix. And when he joined us in our public radio station to talk about it,
Interviewer/Producer
we actually began by taking a trip down memory lane to when Ross was an engineer at Boston Public Radio.
Jeff Ross
Huh. This is my.
Alison Stewart
You're like, Juliana.
Jeff Ross
Hi, Juliana. Way to go.
Alison Stewart
Did you really work as an audio engineer in public radio?
Jeff Ross
My. My work study job was editing audio tapes with a razor blade and chalk, the way it's meant to be done. And. And then I was the fill in board operator for Car Talk and Morning Edition. So shout out to my NPR people all over the East Coast.
Alison Stewart
Nice. When did you know? When you were in school, what did you want to do? Did you want to be in radio? Did you want to be a comic? What did you want to do?
Jeff Ross
I wanted to. I didn't even dream of being a comic. When I was in college, I wanted to write, and that took me before even that to radio. I was music director and a DJ in my college radio station, WTBU in Boston, which was, like, on carrier current. Like, my sister and her friends would fax requests. Like, it was really primitive.
Alison Stewart
I was music director, WBOR in Providence.
Jeff Ross
Oh, wow.
Alison Stewart
Yeah.
Jeff Ross
Pretty cool.
Alison Stewart
Yeah.
Jeff Ross
And, yeah, that was, like, my dream to just be on the radio. And I tried to get jobs coming out of college, and it didn't really click. So I wound up making training films for a health and beauty aids company here in Manhattan, and my heart wasn't in it. And my pal Mark, who I'd gone to college with, said, I think you should take this comedy class. It's right near Port Authority. It'll be convenient. So I was still living in Jersey with my grandfather. And that was it. I was in love.
Alison Stewart
In your bio in Playbill, it said that you started.
Jeff Ross
Can you say that again slower?
Alison Stewart
In Your bio in Playbill.
Jeff Ross
Wow, that's so cool.
Alison Stewart
You said. I first started writing and performing at an early version of this show almost 30 years ago, but I didn't quite have the emotional fortitude and to finish it. So. 30 years ago, yeah. Getting the Way Back machine. What was your original goal when you were writing it?
Jeff Ross
You know, it was one of those happy accidents where the alternative comedy scene was popping up in New York. We were not using microphones, we were using new spaces that weren't comedy clubs. It was more for our community and a way to try different things. I wasn't really popping as a traditional comic. And we would do storyteller shows. Michael Ian Black would sell stuff from his apartment and Marc Maram would just tell a story about a trip he took. And Jeanine Garofalo, David Cross were all doing what we called alternative comedy. And I didn't want to be left out. And I sort of. I told a five minute story about my grandfather picking me up at Little League practice. And an executive saw that and, and said, that was really good. How many of those do you have? And I said, I could probably string three or four together. He goes, if you can get a half hour together, I'll come see it and I'll book you at the comedy festival in Aspen for hbo. I was like, that was a big deal. So my goal was to tell these stories in a convincing way and maybe get some traction for my career. Because standup, traditional microphone, punchline, standup wasn't quite taken off for me. So it was really just a way to express myself and get seen.
Alison Stewart
What made you bring it back to life?
Jeff Ross
I did it like 20 or 30 times in a couple years back in the mid-90s. And I found myself cranky and confused and just headache afterwards. I wasn't trained to leave it in the dressing room and I kind of. And I knew the show was good because people would constantly bring it up and say, oh, I still have a tape. Or I still have the old poster from that old Take a Banana for the Ride show. And was basically a tribute to my parents and my grandfather, my pop Jack, who I lived with during my open mic days. And I would act out his voice and I played film clips of him. And I wear his ring to this day. It's a steel bolt.
Alison Stewart
So cool.
Jeff Ross
From a captured Nazi U boat from World War II. He was a shipbuilder in Baltimore and. And he stole a bolt and made a ring out of it. And it wasn't till decades later when I lost three pals, Bob Saget, Norm MacDonald and Gilbert Gottfried. Right. Within eight months, that made me look back at the old show and go, what was I talking about back then? About mourning and resilience and how to get through it. And now I learned that I can make a silly bruised banana suit. Wear that, and when the show's over, take it off, leave it in the dressing room, you know, and then be myself, go out to dinner, and then put it back on when I get back to the Nederlander Theater the next day. So I've gotten a little more thick skin, if you will.
Alison Stewart
You work with Seth Barish, the co founder of the Barrow Group. He's a well known director and an actor. He's your dramaturg. He kind of helps shape a show. How did he help you shape the show to be a Broadway show?
Jeff Ross
Interesting. You know, I wanted to have experts help me along. I came into this very humble, knowing Broadway expects an elevated experience and a story. And I designed the show more like a concert originally, where I have a love letter, a new bit, an old bit, you know, like, I don't want to say borrowed, because I would be reading my parents love letters, but it was like an Italian wedding of sorts, like something new, something old, something borrowed. And I was always patterning it off. Bruce Springsteen concerts, he would do two slow ones and three fast ones, then a sad one, then a sing along, then he'd put the lights on and everybody would sing along and then he'd go back to. And I always liked keeping people on their toes. And I wanted the show to feel like a roller coaster, a roaster coaster, if you will, of emotions. But as I thought about elevating it to Broadway, I realized a story, making it literature, if you will, a play, stuff I grew up on. The stuff that I love was going to be important to the audience and also a fun experience for me to elevate the show. And Seth listened to my stories about my colonoscopies, about my family and our director, Steven Kessler. And I got a lot of very useful knowledge from Seth Barish, who has directed so many great plays.
Interviewer/Producer
It's kind of interesting because it does have a beginning, middle and end to it, as opposed to just story after story after story.
Jeff Ross
Yeah, that was the goal. And originally, I'm not sure it did. It had a little bit of that. But Seth helped me sort of carve out what the core story should be and mostly really helped me with what he called the landing. Getting it like the end of the
Interviewer/Producer
show, a good chunk of the show is about your parents, Marcia and Ronnie.
Jeff Ross
Yep.
Interviewer/Producer
Okay. In the movie, you say your mom kind of looked like Delta Burke. Looks wise. But in terms of her personality, her spirit wise, who would have played her in the movie?
Jeff Ross
In a hypothetical movie you're talking about right now. Oh, my God. Well, I look at my mom and I go, sophia Loren's dead, right? So she couldn't do it. So my mom was that rare beauty that was also sharp. Like, she would act out stuff at her Brene Brith meetings, and she would write me funny letters from the hospital, and I'd write her funny letters back when she was sick. The hospital was far away. Boy, that's a good question. For some reason, Marisa Tomei jumps out at me. I love Rachel Bloom. She would be great.
Interviewer/Producer
Oh, she'd be great.
Jeff Ross
She would be great as my mom. Boy, this is a fun game. I never thought about this really before.
Alison Stewart
So you were living in Jersey, a good part of the show. You talk about your mom, your dad, actually. You read their love letters on stage. What went into that decision?
Jeff Ross
They're not here to stop me. And I definitely sometimes feel like it's intrusive to their beatings, kind of. My sister will occasionally say, I don't think Mommy would like you saying this line or that line. And then my sister was just here for a couple weeks for the opening of the show, and I said, you know, I've seen other celebrities. Not celebrities, but, like, you'll see a Lucille Ball movie about Lucy. And I go, oh, yeah. They probably wouldn't like all of that either. But sometimes their story serves a greater good, which is helping living people understand their lives a little bit better. And I do think my parents would appreciate that and endorse that. So it gets very intimate. And sometimes it's hard to read that stuff.
Alison Stewart
Do you cry?
Jeff Ross
I do cry. During the show.
Alison Stewart
I always kind of wonder if you get sort of emotional or kind of distance you from being a performer when you're on stage and you're discussing stuff that is really very personal.
Jeff Ross
You know, I know most actors, they get to take the costume off and the wig off and the microphone, and they go home. I take some of it off, but I leave with my real dog, my real family, my real memories. I'm sort of living in the character. In fact, I emptied my storage unit when I got to town. So I'm living with my grandfather's false teeth in a box next to me and his union card. And my parents love letters, 30 of them, piled high and when I'm feeling it, I break them out and I read it. And it helps me understand the show and the character better. And I don't use all of it in the show, but. But it keeps me very grounded into what I'm doing and why I wanted to keep their spirits alive. So it's a lot.
Alison Stewart
What did you want the staging for the show to look like?
Jeff Ross
I always knew it should be simple and not too on the nose. Beowulf Barrett does a lot of big Broadway shows and feel very lucky that he took this one on. And it's a credit to the material. And I was so flattered that he looked at it and said, yeah, yeah, I have an idea. And we went back and forth a couple times and came up with something I think was inspired by a picture I showed him of my great grandma rosie from the 1950s, looking like the Queen of England with a mink stole and a gown and a rose in her hair. It was on a big gold, ornate frame. And that became a series of 24 circular frames that make this beautiful family album that you see when you come into the theater.
Alison Stewart
Where do you keep all those photos when they're not on stage?
Jeff Ross
In my kitchen, in my living room, on the dog bed, in the bathroom, in the closet, in my pockets. They're everywhere. I'm not organized. The fact that the show got finished is a miracle.
Alison Stewart
A lot of the show is about you and your grandpa. You mentioned him early, Grandpa Jack, and he would say, here, take a banana for the ride.
Jeff Ross
Yeah.
Alison Stewart
That is his way of saying, I love you.
Jeff Ross
I love that.
Alison Stewart
Why did he show his love that way versus just saying, hey, I love you, you know?
Jeff Ross
He was a retired construction worker from the Bronx. A tough guy. A world beater, he called himself. For that type of guy, he was very vulnerable. He would give you the hug and the big wraparound, you know, pat on the back. But men don't always talk like that, you know, that's kind of one of the fun things about doing it on Broadway. It allows men, mostly who are afraid to be vulnerable, to be vulnerable. I look out at the crowd and I see guys tearing up. I'm seeing a lot of father son groups coming to the show and also daughter father groups coming to the show. It's a multi generational thing. I found right before I started the Broadway run, I was going through my parents stuff, and I found a letter my dad wrote to me the day I graduated high school. And I'm 17, and he lists 17 things. He's proud Of So for a guy that I lost suddenly from a cocaine binge, I guess he almost knew he was gonna be gone. He wrote me this beautiful letter that sort of gives a crescendo to that part of the show. And I think it's resonating with guys, you know, Broadway, There's a lot in there for the ladies. But I think I worked really hard to make sure my roast fans and dudes were seeing something that they might not see at Mamma Mia. Or whatever.
Alison Stewart
You do manage to get your roastmaster on in this show. At the end, you come off the stage, you walk around the audience, and what's the. What's the premise of this?
Jeff Ross
Well, as much as the show, and it really means a lot that you came and you're speaking as an eyewitness, so you know what's happening. I talk about my own life, but throughout it, I don't say, me, me, me, I, I, I, I go. When you go through stuff like this, and some of you people know that it becomes hard to get close to people. So I want it to be inclusive, where if I talk about my grandfather, I want you to see your grandfather so that you're. If I talk about my dog, I want you to see your dog also, so I don't hit you too hard with the photos. I want it to be where you can see your own life in my story. And then at the end, when I'm done talking about my life and my experiences and my mechanisms for survival, I just leave the stage and I put on a bag of bananas and I say, who's going through something intense? Who's celebrating something? Who's just gross? Who just needs attention? And people start popping up around the room, and they earn their banana with an insult. So I give away free produce at the end, and I make the point that it's not just the fight, it's the army. And the audience is part of my army. They give me purpose, a reason to be healthier, to eat less red meat, to get out of bed, to do these eight shows a week. If it was all about me, Alison, I would be bored already, because it's about the audience and this immersive, interactive finale that the show has every night. It feels like the fireworks at the end of a show. I'm all in. I can't wait to get to work tonight.
Alison Stewart
Are there any good stories that are good for public radio that you can share about what the people you run into in the audience?
Jeff Ross
Oh, yeah. No. I mean, it's like, you know, I had a lady there with her son and she was very emotional after hearing my bout with colon cancer. And she stands up and she's already been crying and she bravely says, my husband has had Alzheimer's for two years and her son is holding her hand and he's a big, tall, gangly kid with long hair and a little goofy. And I let her talk about, I asked her husband's name and I dedicated the show to her husband. And then I said, but quite frankly, looking at your son, the fact that your husband has Alzheimer's seems like the least of your problems, lady. And now her son is laughing hysterically. They both get bananas, we all hug and we're having these like really sweet moments inside this caustic comedy moment. And it really is the yin, the yang, the sweet, the sour, whatever you want to call it. And people are laughing and crying at the same time, which isn't attractive, but it's very cathartic.
Alison Stewart
That was my conversation with comedian Jeff Ross. His one man Broadway debut called Take a Banana for the Ride is available to stream now on Netflix.
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This episode features comedian Jeff Ross, known as the "Roastmaster General," discussing his Broadway debut, Take a Banana for the Ride, now available to stream on Netflix. While Ross’s reputation is built on sharp-tongued comedy roasts, this stage show brings a deeper, more poignant exploration of grief, family, and finding humor amidst hardship. Host Alison Stewart guides Ross through reflections on his upbringing, creative process, family legacies, and the vulnerability that underpins his latest work.
"My goal was to tell these stories in a convincing way and maybe get some traction for my career. Because standup, traditional microphone, punchline, standup wasn’t quite taken off for me. So it was really just a way to express myself and get seen." – Jeff Ross (04:13)
"I do cry during the show." – Jeff Ross (10:07) "It keeps me very grounded into what I’m doing and why I wanted to keep their spirits alive." – Jeff Ross (10:38)
"[Grandpa Jack] was a retired construction worker from the Bronx. A tough guy. But for that type... he was very vulnerable." – Jeff Ross (12:34)
"When I’m done talking about my life... I put on a bag of bananas and I say, ‘Who’s going through something intense? Who’s celebrating something? Who’s just gross? Who just needs attention?’ People start popping up... and they earn their banana with an insult." – Jeff Ross (14:43) "If it was all about me, Alison, I would be bored already, because it's about the audience and this immersive, interactive finale..." – Jeff Ross (15:51)
"People are laughing and crying at the same time, which isn't attractive, but it's very cathartic." – Jeff Ross (17:11)
Ross’s Take a Banana for the Ride is more than a one-man show; it’s a cathartic blend of comedy, memory, and connection. Whether discussing stagecraft, reading his parents’ letters, or roasting audience members, Ross champions vulnerability and community. Stewart’s thoughtful questions and Ross’s openness make this episode a moving exploration of using humor to survive, reflect, and connect—with oneself and with others.
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Listen to the full episode for even more behind-the-scenes insights and Ross’s signature humor.