- 1 hour 9 minutesYung Pueblo on the Self-Improvement Trap, Healing and Why We Need to Slow Down
New York Times bestselling author Yung Pueblo joins Megan to talk about growing up in poverty, hitting rock bottom after years of drug use, and how meditation helped him change his life. He shares what he learned from spending 60 days in silent meditation, why slowing down doesn't mean giving up your ambition, and how to stop letting your past dictate your decisions.
They also discuss his new book, Journey: The Year That Changes Everything, the pressure to constantly improve yourself, and how social media has changed the way we think about happiness and healing. Plus, Yung Pueblo explains why he believes AI could make real human connection more valuable than ever, and Megan opens up about learning to separate her public persona from who she really is.
Why Are You Like This is coming to Washington DC on November 20th during NWSL Championship Weekend! We’ll be recording a LIVE episode at the Supplyhouse with a special guest you won’t want to miss. Come watch us do the thing live, presented by Delta, official airline of Why Are You Like This, with additional support from Nike.
Get your tickets here: https://whyareyoulikethislivedc.splashthat.com/
Check out the latest episode of “Why Are You Like This?” wherever you get your podcasts, and on YouTube.Follow Megan on Instagram: https://www.instagram.com/mrapinoe/
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5 November 2026, 9:00 am - 53 minutes 30 secondsYoung Miko on Rapping About Women, Her Soccer Years and Navigating Fame
Puerto Rican rapper and singer Young Miko joins Megan to talk about growing up gay, playing soccer for the Puerto Rican Youth National Teams, and finding her way into music through tattooing.
She shares how her parents encouraged her creativity and why she copied Megan’s haircut in eighth grade. They also discuss writing openly about women, the friends who keep her grounded, and how comparing herself to other artists led her to lose touch with herself.
Plus, Miko opens up about fearing people would stop caring if she took a break, preparing for her first arena tour, and being a “diva daddy.”
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29 October 2026, 8:00 am - 1 hour 9 minutesJosh Johnson on Political Comedy, The Daily Show, and the “GOATification” of Everything
Comedian and The Daily Show rotating host Josh Johnson joins Megan to talk about growing up lonely, finding connection through comedy, and creating the camp experience he never had through his “Comedy Band Camp” tour. He shares why he deliberately does things the slow way and what gets lost when convenience replaces human interaction.
They also discuss political accountability, his relationship with fans, and why being great doesn’t have to mean being rich or famous. Plus, Megan asks whether starting therapy earlier would have made her a worse athlete, leading them to question whether you really need to be unhappy to have an edge.
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22 October 2026, 8:00 am - 55 minutes 35 secondsAmber Glenn on Dancing With The Stars, Olympic Gold Medals and Growing Up Too Fast
Olympic gold medalist Amber Glenn joins Megan to talk about growing up in figure skating, being judged for her body at the age of 12, and the mental health struggles that led her to step away. She shares how coming out and finding a supportive community helped her feel more confident on and off the ice. They also discuss Olympic pressure, her friendship with fellow Blade Angels Alysa Liu and Isabeau Levito, and the backlash she’s faced for speaking up for LGBTQ+ rights. Plus, Amber talks about Dancing with the Stars and learning to let someone else take the lead.
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15 October 2026, 8:00 am - 1 hour 20 minutesMichael Urie Opens Up About Ugly Betty, Shrinking & Imposter Syndrome
Michael Urie joins Megan to talk about the experiences that shaped him: from growing up shy in Texas and getting into Juilliard to landing his breakout role on Ugly Betty and now starring in Shrinking. They get into imposter syndrome, being openly gay in Hollywood, and the pressure to fit in. They also discuss Michael’s realization that he sometimes changes who he is around other people because he worries they won’t like the real him. Michael also opens up about starting therapy in his 40s, why he still sometimes feels like he doesn’t belong, and what he’s learning about being more comfortable with himself.
After, Megan sounds off about Indiana Fever general manager Amber Cox’s comments about their fan base.
00:00 Michael Urie Joins The Show!
05:44 How Michael Started Acting
17:05 Experience at Julliard
22:40 Becoming a Regular on Ugly Betty
30:51 Impact of Ugly Betty
37:55 Being Out and Proud
42:50 Michael’s Relationship with His Sister
45:15 How Shrinking Got Michael into Therapy
55:35 Mommy, Daddy, Baby
1:01:44 Indiana Fever Fans, Are You Serious?
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8 October 2026, 8:00 am - 57 minutes 21 secondsJaedyn Shaw on going pro at 17, winning trophies with Gotham and the USWNT
Jaedyn Shaw joins the show to talk all things Gotham, USWNT and going pro at a young age. But first, Megan dishes out her takes on Emma Hayes’ roster for the team’s October friendlies vs Spain.
Jaedyn and Megan dive into all of the twists and turns of Jaedyn’s career from going pro at 17 to her league-record move to Gotham FC. They get into Jaedyn becoming the first Vietnamese-American to represent the USWNT, the legacy of Black national team players, and the role her faith plays in her career. Jaedyn shares where she gets her killer style and reveals if she’s more “Mommy, Daddy, Baby.”
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1 October 2026, 8:00 am - 1 hour 13 minutesAmber Ruffin on SNL, Seth Meyers and Creating Bigfoot! The Musical
Comedian Amber Ruffin is a trailblazer in the late night space and she joins the show this week ahead of season two of CNN’s “Have I Got News For You.” But first, Megan gives us a behind the scenes look at the making of her documentary “Rapinoe.”
Amber and Megan dive into all of the highs and lows of Amber’s career . from her unsuccessful audition at “Saturday Night Live” to her getting a writing job on “Late Night with Seth Meyers.” Amber also shares her musical side, from becoming a choir director at the age of 11, to writing the book and lyrics to “Bigfoot! The Musical.” Amber and Megan reminisce on their coming out stories and discuss how to find joy in moments of chaos.
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24 September 2026, 8:00 am - 1 hour 23 minutesColin Kaepernick on kneeling, NFL ban, and new memoir The Perilous Fight
On the 10-year anniversary of his historic protest during the national anthem, former NFL quarterback Colin Kaepernick joins Megan on the show for a one-of-a-kind conversation about a moment in time that would come to define both of them. They dive deep into Colin’s protest, getting blackballed by the NFL and his life beyond football, including writing his upcoming memoir The Perilous Fight. They also discuss the collective power athletes have and Megan shares her experience protesting alongside Colin.
00:00 Introduction
09:00 How Colin seen himself
14:10 Playing in the NFL
23:50 Getting Blackballed and Missing Competing
28:14 Colin’s Decision to Protest and Kneel
37:58 Megan’s Decision to Start Kneeling
45:15 The Collective Power of Athletes
47:38 Colin’s Takeaways from Protesting
49:22 “Watching” The World Move on From Kneeling
55:40 Know Your Rights Camp and Conducting Autopsies
1:07:10 His Relationship with his wife Nessa
1:13:10 Colin’s Memoir
1:14:30 Mommy, Daddy, Baby
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17 September 2026, 8:00 am - 47 minutes 47 secondsKamala Harris on public service and if she’s going to run for president in 2028
After the 2024 election, Kamala is coming back into the public eye and sat down with Megan. They talk about her Oakland roots, her decision to become a prosecutor and why she’s fully committed to public service. Megan puts Kamala on the hot seat to see if she’s going to run for President in 2028 and Kamala puts her own spin on “Mommy, Daddy, Baby.”
0:00 Introduction
04:57 Becoming a prosecutor
10:00 Studying at Howard University
14:45 Her Duty as a Public Servant
18:40 Americans’ issues with trust
22:10 Being the first
26:03 Governing as a woman
32:13 The Next Iteration of the US President
36:21 Why Kamala Harris has returned to the public eye
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10 September 2026, 8:00 am - 1 hour 10 minutesRoxane Gay on "Bad Feminist," Her Queerness and Having Audacity
This week, Megan is joined by award-winning writer and cultural critic Roxane Gay, whose books have had a huge impact on the way Megan sees the world. One of the most important feminist writers of her generation, Roxane is a contributing Opinion writer for the New York Times and the author of the books “Bad Feminist,” “Hunger” and most recently “The Portable Feminist.” Roxane’s 2017 memoir “Surviving the Silence,” was recently adapted into a Lifetime movie.
The duo talk about Roxane’s queerness, dealing with pressure, and how she protects herself while writing about difficult topics. Roxane discusses why she refuses to operate from a scarcity mindset, and her upcoming novel with Channing Tatum. We also get a special guest appearance from her dog, Max!
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3 September 2026, 8:00 am - 1 hour 13 minutesPablo Torre on Investigating Billionaires, Journalism Risks, and getting heckled by Knicks Fans
“It was so demystifying because a lot of these people are f*cking stupid”
This week, journalist and Pulitzer Prize winner Pablo Torre joins Megan on the show. But first, Megan sounds off about the latest WNBA controversy surrounding Enes Kanter in the latest edition of “Are You Serious?”
Then Megan and Pablo dive into the highs, lows and unexpected turns that landed Torre at the helm of his show “Pablo Torre Finds Out.” Megan finds out how the New York native strikes fear into the hearts of sports teams and Pablo flips the script to get Megan to answer a spicy question.
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