We played two truths and a lie this week and one of the answers had Tiffany in shock. Madison dropped some truly unhinged news, chocolate was betrayed, and Madison... we have questions. Full comedy in this week’s episode at the link in bio. 21 Questions is proudly produced by by coastal and Project 10, in partnership with Fairmont Hotels and Resorts. This episode was filmed in Santa Monica California at the stunningly beautiful Fairmont Miramar Hotel & Bungalows. #21Questions #TiffanyHaddish #MadisonTevlin #FairmontHotels

So much work goes into podcast filming days and it honestly starts way before the cameras start to roll. From my days researching and prepping guests to glam, set prep, to making sure our shots are perfect and our sound is clear, to getting behind the scenes content for socials... all the way to the moment we actually start filming! I’m beyond lucky to have such a talented team supporting me to bring each episode to life. Thanks to all of them for always crushing it! I couldn’t be more thankful for all of you if I tried. This @twentyoneqs episode was SO FUN! @tiffanyhaddish had us all laughing, even my team was having a hard time keeping it together 😂Tiffany and I talk about things I never thought we would get into and I have a feeling you’re going to love it. I can’t wait for you to get in on the all the action! Watch our episode on YouTube now or listen wherever you get your podcasts! #21Questions #TiffanyHaddish #FairmontHotels #FairmontMiramar #TeamWork

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 movie Girls Trip. She is also a bestselling author, a producer, and a powerhouse performer who was also the first ever female African American Stand Up comic to host Saturday Night Live. Madison and Tiffany share so many things in common, it even surprised them! Tune into 21 Questions now. 21 Questions is proudly produced by by coastal and Project 10, in partnership with Fairmont Hotels and Resorts. This episode was filmed in Santa Monica California at the stunningly beautiful Fairmont Miramar Hotel & Bungalows. #21Questions #TiffanyHaddish #MadisonTevlin #FairmontHotels

“Does it move my soul?” — that’s the lens we’re looking at everything through from here on out. Tomorrow on 21 Questions, a brand new episode with the one and only Tiffany Haddish. Madison and Tiffany go deep but you also better be prepared to laugh. We definitely did. 21 Questions is proudly produced by by coastal and Project 10, in partnership with Fairmont Hotels and Resorts. This episode was filmed in Santa Monica California at the stunningly beautiful Fairmont Miramar Hotel & Bungalows. #21Questions #TiffanyHaddish #MadisonTevlin #FairmontHotels

Story time! When I found out we were going to be filming some episodes of the podcast at @theplazahotel , I scrolled through their Instagram and found the CUTEST photo inspo! It was a woman jumping on the bed in one of their gorgeous rooms. I showed my team and we decided we absolutely had to recreate it!! So after a long day of work, we all decompressed with a fun little photoshoot moment!! I think we crushed it 😍 Thanks so much for capturing @kath.films ! This week’s bonus episode is officially live and I can’t wait for you to get in on the conversation! Watch on YouTube now or listen wherever you get your podcasts! ❤️ #MadisonTevlin #21Questions #Podcast #FairmontHotels #ThePlazaHotel

An all-new episode of 21 Questions out now! It’s no secret Madison LOVES music. She shares how it’s her love language, the way she connects with others and how she’s the go-to playlist maker for all her friends. Cue the Bruno Mars dance party. 21 Questions is proudly produced by by coastal and Project 10, in partnership with @fairmonthotels . #MadisonTevlin #21Questions #Podcast #FairmontHotels

When Madison was younger, she didn’t have a large circle of friends. In tomorrow’s brand new episiode of 21 Questions, she opens up about how the friendships she’s made through her experiences with Best Buddies and the movie Champions have helped her find people who truly understand her. 21 Questions is proudly produced by by coastal and Project 10, in partnership with @fairmonthotels . #MadisonTevlin #21Questions #Podcast #FairmontHotels

Don’t you love when people have hidden talents?! Ashley Callingbull’s Gollum impression is one I didn’t know I needed but it’s SO good. 😂 Seriously though, @AshleyCallingbull has a pretty cool story about how she used doing impressions to help get her into acting! Filming this episode live at SXSW was a full-circle moment for me. I remember sitting in the audience last year, watching Brene Brown and Andy Roddick record their podcast and leaving so inspired… I wanted to be on that stage and this year we made it happen. Watch our whole conversation on YouTube now or listen wherever you get your podcasts! ❤️ #21Questions #SXSW #PinchMe #dreambig #LOTR

ICYMI, we were nominated for TWO @TheWebbyAwards this year, and we’re beyond proud to share that 21 Questions won the Webby for Best Podcast, Diversity, Equity, Inclusion & Belonging!  A huge thank you to the incredible teams at @by.coastal ,  @p10prod , and @11.11media , and to @fairmonthotels for the beautiful spaces that brought each episode to life. To our incredible guests who showed up with honesty and heart, we couldn’t have done it without you. And to our host, Madison, who has pushed herself to grow and get vulnerable, making each and every conversation that much more powerful, you continue to inspire us all.  #Webbys #21Questions #MadisonTevlin

21 Questions LIVE from SXSW with Ashley Callingbull is out now! 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 Amazing Race Canada, to winning Miss Universe Canada, to speaking at Harvard AND being the first ever First Nations Sports Illustrated model. Ashley is a true changemaker and she knows that your dreams are worth chasing, no matter what anyone else thinks, and we couldn’t agree more. 21 Questions is proudly produced by @bycoastal and @Project10 , in partnership with @fairmonthotels . #21Questions #AshleyCallingbull #FairmontHotels #FairmontATX #SXSW2026

“You belong wherever you want to belong.” - @ashleycallingbull We have a brand new episode with Ashley dropping tomorrow. 21 Questions went LIVE for the very first time, straight from South by Southwest in Austin Texas!! You won’t want to miss this one. 21 Questions is proudly produced by @bycoastal and @Project10 , in partnership with @fairmonthotels . #21Questions #AshleyCallingbull #FairmontHotels #FairmontATX #SXSW2026

Feel like I’m dreaming saying this but you guys… @twentyoneqs won a Webby for Best Podcast, Diversity, Equity, Inclusion & Belonging! Winning this award alongside such talented and inspiring nominees using their voices to make the world a better place is such an honor, I still can’t believe this is real life! Podcasts really are such a cool new way to shine light on voices that you may not have heard from otherwise and I just love that. For a long time, I didn’t feel heard so having a space to share my story means everything, not to mention a platform to share other people’s stories too! To everyone who voted for 21 Questions, to my amazing teams at @by.coastal , @prod10 , and @11.11media , to all of my amazing guests, the @thewebbyawards and @fairmonthotels for the most beautiful spaces to film, thank you all for believing in this podcast and helping make my dreams come true! We really are so much more alike than we realize and with all of you in my corner, we’ll be able to keep sharing this message with the world!! Shoutout to our fellow category winner, @mspackyetti , keep crushing girlfriend! And of course, @goodhangwithamy for winning Best Video Podcast! Like I said in my video, I don’t like losing, but losing to @amypoehler ?! Iconic, for sure 😜😍 Ok, we have mocktails to drink and dance floors to tear up… it’s time to celebrate! Love you guys!!