Josh Radnor and Craig Thomas revisit Season 2, Episode 11, “How Lily Stole Christmas,” the show’s first real Christmas episode—and one of its most emotionally honest. They talk about the fallout from Marshall and Lily’s breakup, especially Ted’s complicated position as best friend to both of them, and how the episode hinges on a single censored insult (the infamous “Grinch”) caught on an answering machine—an extremely 2006 plot device. The conversation digs into what a best friend actually owes you after a breakup, why Ted’s anger at Lily is about more than just defending Marshall, and how that confrontation ends up being about friendship, hurt feelings, and chosen family. Along the way they shout out Barney’s sickness subplot, Christmas movie influences like A Christmas Story and Love Actually, and reflect on why this episode still hits hard for fans who return to it every holiday season as a comfort watch.

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In this episode of How We Made Your Mother, Josh and Craig welcome the brilliant Wayne Brady to revisit “Single Stamina,” the Season 2 episode that introduced Barney’s gay, Black brother James. Together they unpack how Wayne came to the show, what it felt like to embody this new character, and how the episode balanced outrageous comedy with genuine heart. They discuss James as both brother and father figure to Barney, the themes of aging, vulnerability, and growth that define the show, and how the episode’s subtle pro–gay-marriage message felt quietly radical in 2006. Wayne shares memories of working with Neil Patrick Harris, his nerves walking onto set, and how he approaches comedy and fear as a performer. Josh and Craig reflect on the episode’s legacy, its GLAAD Media Award nomination, and how it captured HIMYM’s mix of humor, heart, and social progressiveness.

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To celebrate New Years, we are flashing back to our Season 1 rewatch of “The Limo.” Josh and Craig recall the episode’s ambition to be a “simple shoot” that turned out to be one of the most technically challenging due to the cramped limo set, and share behind-the-scenes stories like Jason Segel’s triumphant foggy entrance, the difficulty of getting camera shots in the limo, and the running joke of “the circuits are jammed.” They marvel at the Emmy-winning cinematography, the comic perfection of Bon Jovi’s “You Give Love a Bad Name,” and how the episode balances magical realism with emotional honesty. Josh highlights the cinematic final shot and the episode’s theme—that life’s unexpected detours are all part of the journey. They praise guest stars like Kathleen Perkins (Mary Beth) and JP Manoux (Not Moby), reflect on their own formative pop culture experiences, and read fan letters, including one from a Canadian listener whose wedding was filled with HIMYM references. Jordana, Josh’s wife and a clinical psychologist, closes with an insightful commentary on the spiritual lesson embedded in Ted’s narration: not everything has a happy ending, but it’s all important.

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In this episode of How We Made Your Mother, Josh Radnor and Craig Thomas revisit one of the most iconic episodes of How I Met Your Mother: Season 2, Episode 9, “Slap Bet,” with special guest Cobie Smulders.

The conversation dives deep into the origin and impact of Robin Sparkles, from the wild writers’ room pitch to the massive, risky production of the full “Let’s Go to the Mall” music video—shot on an extra day, with choreography, wigs, dancers, and a full pop song that went on to live far beyond the episode itself. Cobie shares candid memories of recording the song (green apples, whiskey, nerves, and all), learning the choreography, and how revealing this secret pop-star past fundamentally unlocked a lighter, sillier, more intimate side of Robin Scherbatsky. Josh and Craig reflect on how the episode introduced not just Robin Sparkles, but also the slap bet, the slap bet commissioner, and a storytelling confidence that helped define the series’ future. The episode also features deeply moving listener letters, including one read by Cobie, underscoring how HIMYM has become a source of comfort, philosophy, nostalgia, and emotional connection for fans—proving that even the funniest episodes are ultimately about vulnerability, love, and letting yourself be truly known.

Watch the full VIDEO of “Let’s Go to the Mall”

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In this episode, Josh and Craig revisit Season 2, Episode 8: “Atlantic City,” written by Maria Ferrari, who started as a writer’s assistant before becoming a staff writer. They discuss the unusual challenge of writing a road-trip episode that takes the whole gang out of their usual sets and how that led to one of the longest rewrite nights of the early seasons. The conversation covers how the story’s emotional center—Lily trying to escape judgment by eloping with Marshall only to realize she can’t run from family—finally clicked during late-night rewrites, and how the episode became a metaphor about facing what you’re avoiding. Josh recalls on-set memories, like Ted’s Twizzler moment and Robin’s bikini-shirt gag, while Craig explains the origins of Barney’s fake Chinese gambling game (“Deal or No Deal,” a jab at the rival show). They also talk about guest star Kate Micucci, who sends in a warm voice memo about her brief role, and close with reflections on Cheers, improv, extras’ pay, the pressure of 22-episode seasons, and the meaning of the final song “Sink to the Bottom with You” by Fountains of Wayne—an anthem for commitment, even when it means sinking together.

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Josh recently sat down with his friend Jesse Tyler Ferguson for an episode of Jesse's podcast "Dinner's On Me." Both Josh and Jesse were on hit sitcoms during a very particular moment in TV's metamorphosis, and they've both had on-going, evolving relationships with the characters they played on those shows.

Here's a preview of their conversation...

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Josh and Craig are joined by writer Greg Malins, who co-ran Friends before joining How I Met Your Mother for Season 2. They revisit the episode “Swarley” (aired December 8 2006), talking about how Greg helped shape the show’s tone, the accidental (or maybe subconscious) Friends dig in the coffee-shop cold open, and how the “Swarley” name was coined by Rob Greenberg. Greg reveals a never-before-revealed admission about a joke he… borrowed from Friends for this episode. The group discusses Marshall and Lily’s reunion scene, Robin Sparkles’ early origins, the importance of showing Barney lose for once, and how the cast’s joy made the “Swarley” storyline unforgettable. They end by answering a listener question from @SwarleyMemes about why the show’s humor still resonates today—deciding it’s because HIMYM’s jokes, like “Swarley” itself, come from love and timeless wordplay.

Watch the original Friends clip HERE (around 2 minutes and 45 seconds in).

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Season two, episode six of How We Made Your Mother features a special guest: the legendary Bryan Cranston, who joins Josh Radnor and Craig Thomas to revisit his first appearance as Hammond Druthers in “Aldrin Justice.” Cranston reflects on taking the role right after Malcolm in the Middle ended, how he almost didn’t get Breaking Bad if Fox had ordered another Malcolm season, and how one X-Files episode led Vince Gilligan to cast him as Walter White. The three dive into acting lessons, career timing, and luck—plus Cranston’s thoughts on confidence, craft, and why good writing is the only thing worth chasing. They talk about the hidden humanity behind Druthers’ egotism, the joy of unhinged characters, and Jane Seymour’s hilarious turn as the original “cougar.” Josh and Craig share behind-the-scenes stories about the episode’s writing, Lily’s “karma police” subplot, and early uses of the word “cougar,” while reflecting on jokes that don’t hold up and the importance of owning creative missteps. The conversation closes with thoughtful discussions about teaching, artistry, and the strange, lucky chain of moments that connect How I Met Your Mother to Breaking Bad.

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To celebrate Thanksgiving, we are flashing back to our Season 1 rewatch of “Belly Full of Turkey.” Josh and Craig reflect on Lily’s hilarious but heartfelt journey into Marshall’s giant Minnesota family, while Ted, Robin, and Barney navigate their own offbeat holiday at a food shelter (and later, a strip club). They discuss Alyson Hannigan’s standout performance, the visual comedy of a Brooklyn girl in a land of giants, and the deeper emotional themes of family, identity, and partnership. With behind-the-scenes stories, a moving listener letter from Australia, and insights from Jordana about in-laws and marriage, this episode blends big laughs with big feelings—just like the show always did.

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Season two, episode five of How We Made Your Mother dives into “World’s Greatest Couple,” where Lily moves in with Barney, and Marshall finds unexpected companionship with Brad—played by guest star Joe Manganiello, who joins Josh and Craig for the episode. The hosts break down how this fan-favorite storyline came together: Lily’s disastrous apartment, the debut of Barney’s Fortress of Barnitude, and the surprisingly sweet “odd couple” chemistry between Lily and Barney. They also reveal behind-the-scenes details about Joe’s casting, his Carnegie Mellon roots, and how his vulnerable, hilarious energy made Brad a standout character. Josh and Craig discuss the episode’s mystery structure, the craftsmanship behind the Murphy bed gag, and Barney’s hidden loneliness beneath all the bravado. Joe shares stories about his early days in Hollywood, his “bros at brunch” fame, and what could’ve been if Brad had become a series regular. The episode closes with heartfelt listener letters from Emma in Canada and Brenda in New Jersey, reflecting on breakups, creative growth, and how HIMYM helps fans rediscover hope and strength through changing chapters of life.

Check out cartoonist and comedian Asher Perlman on INSTAGRAM.

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