21 Questions

Today Madison sits down for a bold, hilarious, and totally unfiltered conversation with Tiffany Haddish. Just like Madison, Tiffany is someone who dreamed big early on and is making her success happen on her own terms. Tiffany went from doing stand-up and grinding through the comedy scene to becoming one of the most recognizable voices in entertainment, breaking through in a massive way with the m...

On this week’s episode of 21 Questions, Madison reflects on friendship, growth, and the people who shape us along the way. She shares what it was like growing up without a large circle, and how her experience filming the movie Champions helped her build a true group of lifelong friends. At the heart of it all is the importance of having people you can count on. It’s something Madison deeply values...

This is the first ever LIVE episode of 21 Questions coming to you from South by Southwest in Austin Texas!! Madison knows first hand how fun it is to people wrong so today her and Ashley Callingbull are going to talk all about turning adversity into success. Ashley is an actress, model, host, international public speaker and First Nations activist. She’s done everything from competing on The Amazi...

On this week’s episode of 21 Questions, Madison opens up about the challenges and courage it takes to be your true, authentic self. Madison and Producer Sylvia reflect on what it means to show up honestly, they also celebrate one thing that’s always grounded both of them: laughter. Proud “Gigglers” (shoutout to the Giggly Squad), they share how humour has carried them through even the hardest mome...

We’re back with a special bonus episode of 21 Questions, featuring Madison Tevlin and Producer and Director, Sylvia. In this conversation, Madison reflects on what it was like growing up with a disability. As a child, she didn’t see herself as different, but the world around her didn’t always reflect that same kindness. There were moments when people looked at her differently, or when the energy f...

This week Madison Tevlin and Producer Sylvia are back to dive into more behind the scenes of 21 Questions. They talk about the future podcast dream guests (we’re looking at you Reese Witherspoon and Jennifer Aniston), advice for aspiring podcasters, what it was like interviewing Woody Harrelson and so much more! This episode was filmed at the gorgeous Fairmont Miramar Hotel & Bungalows in Sant...

Today you get to listen to a super fun chat Madison had with Kaia Gerber. Kaia has been chasing her big dreams since she was a little kid, and she’s made them happen! She’s been modelling since she was a baby and was one of the first models of her generation to be on the covers of the Vogue Big 4. But her career doesn’t stop there. Kaia has also started her own super successful bookclub Library Sc...

Today, I get to share a conversation with two people I’m absolutely obsessed with. Seth Rogen and Lauren Miller-Rogen. Seth and Lauren have been producing, directing, writing and starring in movies and tv shows for decades. They’re hilarious, hard-working, talented and SO stylish too.  As the founders of Hilarity for Charity, Seth and Lauren are using humor to drive real change in the fight agains...

We are absolutely SLIVING for Madison Tevlin's guest today. Everybody thinks they know her, but it turns out you had her all wrong.  She’s an entrepreneur many times over, an advocate for social justice, she’s a New York Times best selling author and her new movie Infinite Icon: A Visual Memoire has become an instant fan favourite.  But it doesn’t stop there. Our guest is also an iconic DJ, a mode...

In case you missed it... Madison sat down with Olympic gymnast AND Dancing With the Stars Finalist Jordan Chiles! She is seriously so cool. She’s an Olympic gymnast who has been on the cover of Sports Illustrated Swimsuit AND was named one of Time’s 2025’s Women of the Year.  Week after week she’s blowing us away on dancing with the stars, and if that wasn’t enough - she’s still in college at UCLA...

ICYMI Madison sat down with the incredible Mae Martin! Mae is a comedian, writer, actor, producer, and singer, and Co-Host of the Handsome podcast. Mae's new smash hit TV show 'Wayward' is now on Netflix and this year they debuted their album 'I'm a TV', and released some really special animal art for charity too. On 21 Questions, Mae opens up about their creative journey,...

ICYMI: Madison sat down with none other than the legend himself, Woody Harrelson. Woody is an actor, musician, activist, and Madion’s personal mentor who has had a massive impact on Madison’s life.  With multiple Oscar and Golden Globe nominations, an Emmy win, and over 90 films under his belt (including the iconic Cheers ), Woody’s career is nothing short of legendary. In this special episode, Ma...

ICYMI: The Grammy-winning, chart-topping, global superstar Nelly Furtado joined Madison Tevlin on 21 Questions! Beyond the awards and accolades, Nelly’s journey has been full of personal challenges, judgement, and criticism. Despite it all, she’s remained true to herself.  In this conversation, Nelly opens up about her career, the importance of finding and listening to your own voice, and how livi...

ICYMI: The oh so talented Kameron Saunders joined Madison Tevlin on 21 Questions. Kameron is a dancer, choreographer, and creative powerhouse who’s worked with icons like Taylor Swift, Chappell Roan, Will Ferrell, and Ryan Reynolds. Kameron shares the highlights of life on the road, his most embarrassing moments on stage, and how he’s pushed through to achieve things he never dreamed possible—even...

In Case You Missed it.... We DO think so honey, Matt Rogers! Matt Co-Hosts the amazing podcast Las Culturistas with his bestie Bowen Yang. He's a musical genius. He literally knows every lyric to every song ever. He’s SO funny. He's been on shows and movies like Palm Royale, No Good Deed, Overcompensating, and Fire Island. He’s a Queer Icon and advocate. Matt and Bowen created and host the...

In case you missed it - Madison Tevlin sat down with the incredible Nicole Scherzinger. You might know her as the lead singer of The Pussycat Dolls, but Nicole has since conquered Broadway, the West End, and your TV screen with standout roles in Sunset Boulevard , The X Factor , Dancing With the Stars , and The Masked Singer . Nicole recently won a Tony for her role as Norma Desmond and was named...

Madison Tevlin is back with Producer and Director Sylvia for more behind-the-scenes stories from the making of 21 Questions and a deeper look into the world of Madison. They chat about all things rom-coms, what Madison’s currently listening to, the very cool connection between 21 Questions and Taylor Swift’s music video for The Fate of Ophelia. They also talk about the realities of traveling with...

Jordan Chiles is seriously so cool. She’s an Olympic gymnast who has been on the cover of Sports Illustrated Swimsuit AND was named one of Time’s 2025’s Women of the Year.  Week after week she’s blowing us away on dancing with the stars, and if that wasn’t enough - she’s still in college at UCLA. Jordan is such an inspiration to so many people. She’s accomplishing her huge goals while also being r...

We DO think so honey! Matt Rogers. Matt Co-Hosts the amazing podcast Las Culturistas with his bestie Bowen Yang. He's a musical genius. He literally knows every lyric to every song ever. He’s SO funny. He's been on shows and movies like Palm Royale, No Good Deed, Overcompensating, and Fire Island. He’s a Queer Icon and advocate. Matt and Bowen created and host the BEST new awards show, The Culture...

We’re celebrating five episodes and five incredible guests so far! But today we're doing things a little differently. On this episode, we're diving deeper behind the scenes to learn more about our host Madison Tevlin and what this podcast means to her. She's chatting with 21 Questions Creator, Producer and Director Sylvia Beirnes about their favourite moments so far, what they've l...

Today on 21 Questions, Madison Tevlin sits down with one of her all-time favorite humans, the legendary Woody Harrelson. Woody is an actor, musician, activist, and Madison’s personal mentor who has had a massive impact on her life. With multiple Oscar and Golden Globe nominations, an Emmy win, and over 90 films under his belt (including the iconic Cheers ), Woody’s career is nothing short of legen...

Today on 21 Questions, Madison Tevlin sits down with the iconic Nelly Furtado. She's a Grammy-winning, chart-topping, global superstar who’s made a huge mark on music history. But beyond the awards and accolades, Nelly’s journey has been full of personal challenges, judgement, and criticism. Despite it all, she’s remained true to herself.  In this conversation, Nelly opens up about her career,...

Kameron Saunders is a dancer, choreographer, and creative powerhouse who’s worked with icons like Taylor Swift, Chappell Roan, Will Ferrell, and Ryan Reynolds. Kameron shares the highlights of life on the road, his most embarrassing moments on stage, and how he’s pushed through to achieve things he never dreamed possible, even when the haters tried to hate (hate hate). Kameron is a true delight. H...

Today on 21 Questions, Madison Tevlin sits down with the multi-talented Mae Martin. Mae is a comedian, writer, actor, producer, and singer, and Co-Host of the Handsome podcast. Mae's new smash hit TV show 'Wayward' is now on Netflix and this year they debuted their album 'I'm a TV', and released some really special animal art for charity too. On 21 Questions, Mae opens up about their creative jour...

Today on 21 Questions, Madison Tevlin sits down with an absolute icon, Nicole Scherzinger. You might know her as the lead singer of The Pussycat Dolls, but Nicole has done SO many incredible things in her career. She recently won a Tony for her role as Norma Desmond and was named TIME Magazine’s Most Influential People of 2025. Nicole is more than just talented, she’s powerful and purposeful. She...