This Is Important – Episode 258: We Didn't Know We Did It Like This Released: July 29, 2025 | Host: iHeartPodcasts

In Episode 258 of This Is Important, titled "We Didn't Know We Did It Like This," hosts Adam Devine, Anders Holm, Blake Anderson, and Kyle Newacheck delve into a whirlwind of comedic anecdotes, behind-the-scenes stories from their latest projects, and reflections on their experiences within the entertainment industry. This episode offers a blend of humor, candid conversations, and insider insights, making it a must-listen for fans and newcomers alike.

I. Navigating the Premiere of Happy Gilmore 2

The episode kicks off with Adam Devine recounting his experience attending the premiere of Happy Gilmore 2 in Charleston, South Carolina. Under the scorching 94-degree heat, Adam humorously laments his choice of drinking "hot, hot coffee" despite the oppressive weather.

• Adam Devine [04:14]: "I'm down here in the southern hot, hot heat. And I don't know why I chose to drink hot, hot coffee."

Blake Anderson chimes in with practical advice, suggesting Adam add ice to his coffee to mitigate the heat, leading to a playful banter about the scarcity of ice in such weather.

• Blake Anderson [04:33]: "Can you put ice in that coffee?"

The conversation transitions to the challenges of staying cool and alert during the premiere, highlighting the trio's camaraderie and their ability to find humor in uncomfortable situations.

II. Encounters with Hollywood Legends

A significant portion of the discussion revolves around interactions with notable figures in the film industry. Adam shares his meeting with John Turturro, reflecting on a humorous misunderstanding about movie attachments.

• Adam Devine [03:58]: "I thought you were attached to that. And he goes, 'I'm not attached to that.'"

The hosts also reminisce about conversations with Adam Sandler, emphasizing Sandler's genial nature and the enjoyable atmosphere at the premiere.

• Adam Devine [20:20]: "He stayed, like, late. Adam Sandler. Yeah. He's the star of Happy Gilmore."

III. Comedy Bits and Candid Moments

The hosts delve into their creative processes, sharing behind-the-scenes stories about developing comedy bits. A particularly memorable segment involves a humorous incident where Adam attempts a bit involving an awkward Zoom interaction.

• Blake Anderson [36:25]: "You were listening to the podcast while you were beating off."

This candid moment showcases their willingness to push boundaries and experiment with unconventional comedic material, highlighting the improvisational nature of their collaboration.

IV. The Great New York Bar Adventure

A hilarious recounting of their attempt to visit a reputed bar in New York City unfolds, filled with mishaps and unexpected closures. Blake Anderson narrates their journey to find the bar, only to discover it’s closed due to a power outage.

• Kyle Newacheck [30:39]: "They were dead."

The team's frustration is palpable, yet they maintain their humor, reflecting on the unpredictability of nightlife in bustling cities.

V. Plans for the Upcoming Comedy Cruise

Excitement builds as the hosts discuss their participation in an upcoming comedy cruise aboard the Norwegian Jewel. They reveal a lineup of guest comedians, including Bobby Lee and Nick Swarton, promising an event filled with laughter and camaraderie.

• Kyle Newacheck [62:35]: "Tampa Bay. We're going to where? Cozumel."

The conversation paints a vivid picture of their anticipation, emphasizing the blend of professional engagements and personal enjoyment they expect from the cruise experience.

VI. Reflections on Comedy and Life

Amidst the laughter, the hosts touch upon deeper themes, such as the impact of fame, the legacy of comedians like John Turturro, and personal growth within the entertainment industry. They also honor the memories of iconic figures like Ozzy Osbourne and Malcolm Jamal Warner, blending humor with heartfelt sentiments.

• Adam Devine [72:40]: "Shout out to the Oz, man."

These moments of reflection add depth to the episode, showcasing the hosts' appreciation for their colleagues and the broader comedic community.

VII. Shoutouts and Memorable Moments

Throughout the episode, the hosts give shoutouts to various comedians and collaborators, enhancing the sense of community and mutual support within their circle.

• Blake Anderson [74:45]: "We got Bobby Lee, we got Adam Ray, we got Nick Nicholas, and we got Sam J."

These acknowledgments not only highlight their connections but also serve to promote upcoming talents and projects within their network.

Notable Quotes with Timestamps

• Adam Devine [04:14]: "I'm down here in the southern hot, hot heat. And I don't know why I chose to drink hot, hot coffee."

• Blake Anderson [36:25]: "You were listening to the podcast while you were beating off."

• Kyle Newacheck [30:39]: "They were dead."

• Adam Devine [20:20]: "He stayed, like, late. Adam Sandler. Yeah. He's the star of Happy Gilmore."

• Kyle Newacheck [62:35]: "Tampa Bay. We're going to where? Cozumel."

• Adam Devine [72:40]: "Shout out to the Oz, man."

Conclusion

Episode 258 of This Is Important masterfully blends humor with genuine moments of reflection, offering listeners an engaging glimpse into the lives of Adam Devine, Anders Holm, Blake Anderson, and Kyle Newacheck. From navigating high-profile premieres to crafting innovative comedy bits, the hosts showcase their dynamic relationships and unwavering commitment to their craft. Whether you're a longtime fan or new to their work, this episode promises laughter, insight, and a deeper appreciation for the camaraderie that fuels their creative endeavors.