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 Santa Monica. Fun Fact - episodes with Kaia Gerber and Jordan Chiles were also filmed here. Be sure to check those episodes out too.21 Questions is made in partnership with Fairmont Hotels & Resorts, by coastal and Project 10.

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 Science to showcase some of her favourite authors, she’s taken to the stage in live theatre and has been building an amazing acting career in shows and movies like Palm Royale and Bottoms.

Kaia is smart, kind, talented and driven.

This is the power duo you never knew you needed.

This is 21 Questions.

21 Questions is made in partnership with Fairmont Hotels and Resorts.

This episode was filmed steps away from the beach at the Fairmont Miramar and Bungalow in Santa Monica.

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 against Alzheimer’s disease. Something that is very close to their hearts.

It’s actually very close to mine too. People with Down syndrome are far more likely to develop Alzheimer’s, so their work means a lot to me and my community.

This is 21 Questions.

21 Questions is made in partnership with Fairmont Hotels & Resorts. This episode was filmed at The Fairmont Century Plaza in Los Angeles. Fun fact, it used to be a studio lot.. Pretty perfect for this episode!

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 model, singer, actor, producer, wife, Mom and the BEST party thrower.

She’s the original content creator and if you look up the definition of ‘icon’ it’s her.

Ambitious, kind and fun. Does it get any better than that?

It’s the CEO of Sliving, Paris Hilton!

This is 21 Questions.

21 Questions is proudly made by by coastal and Project 10 Productions.

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.

Jordan is such an inspiration to so many people. She’s accomplishing her huge goals while also being really open about her struggle with anxiety and self-love.

Jordan Chiles knows her worth and that her big dreams are worth chasing.

Madison and Jordan sit down to talk about life in their twenties, the big things they’re chasing next and… sneakers, of course.

This is 21 Questions.

21 Questions is made by by coastal and Project 10 in partnership with Fairmont Hotels and Resorts.

This episode was filmed at the dreamy beachfront Fairmont Miramar and Bungalows in Santa Monica.

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, the tough moments in their past that have brought them today, and even…toads?

In this episode, Mae and Madison laugh, get deep, and uncover new sides to a voice that’s quickly becoming one of the most thoughtful and unique in comedy today.

21 Questions is proudly made by by coastal and Project 10 in partnership with Fairmont Hotels & Resorts.

This episode was filmed at LA’s finest home away from home to the stars, the Fairmont Century Plaza Hotel.

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, Madison shares the incredible experience of acting alongside Woody in Champions, the hilarious comedy directed by Bobby Farrelly, the key to leading a happy life, and they even dip into a Cheers inspired sing-a-long.

Woody never disappoints, and frankly neither does Madison. So tune in—this is 21 Questions.

21 Questions is proudly made by by coastal and Project 10 in partnership with Fairmont Hotels & Resorts.

This episode was filmed at an iconic Fairmont property, The Plaza Hotel in New York.

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 living your life authentically is the key to a great life.

21 Questions is proudly made by by coastal and Project 10 in partnership with Fairmont Hotels & Resorts.

This episode comes to you from the stunning Fairmont Royal York in Madison’s hometown of Toronto.