Semafor CEO Justin Smith joins Mixed Signals for a candid discussion about why the digital media company raised $30 million late last year, and how it reached profitability in just three years.

Max asks Justin and Semafor editor-in-chief Ben Smith about the company’s $330 valuation, the company’s planned investment in the Gulf and East Asia, and what it takes to build a modern media company in 2026.

Justin and Ben reflect on lessons from earlier eras of digital media, and the triumphs and mistakes Semafor made in its first three years.

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Media veteran Ryan Lizza joins Mixed Signals for a raw, sprawling conversation about why he chose to publish an eight-part (and counting) Substack series responding to the most personal and public crisis of his career. Max and Ben press him on whether this was ever just a breakup story, why he believes the real scandal involves RFK Jr. and journalistic failures, and how Substack gave him the only viable way to tell the story in the first place. Lizza reflects on leaving Politico, burning bridges with legacy outlets, the cost of going public, and what this episode taught him about our changing media landscape.

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Shark Tank’s Kevin O’Leary joins Mixed Signals to talk about his buzzy turn as a ruthless tycoon in Marty Supreme — and how it felt playing a fictionalized version of himself. Max and Ben dig into what lessons he took from working with Josh Safdie and Timothee Chalamet, why Mark Cuban isn’t on Shark Tank anymore, and why he believes movie theaters aren’t going anywhere. They also talk about O’Leary’s media omnipresence, how his defense of Trump helped him influence the Republican tax bill, what he told  Zohran Mamdani when they met in New York, and why he thinks respect is more valuable than being liked.

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What happens when TikTokers replace TV hosts and interviewers, and presidential candidates start begging to be on their shows?

Brian Reed sits down in a Brooklyn wine shop with four of the internet’s biggest creators: Caleb Simpson, who gets people on the street to take him up to their apartments; Julian Shapiro-Barnum who interviews kids on Recess Therapy; Anania Williams of the LGBTQ quiz show Gaydar; and Jack Coyne, host of the music game show Track Star. Their videos reach more people than many major news outlets. But who gets control over what they run? When is money changing hands? What do they do when politicians like Kamala Harris and RFK Jr. come calling?

A frank conversation about the blurry grey area between this new form of entertainment and journalism.

Check out Question Everything's Substack, with more reporting on the war over truth, free speech, and tech’s role in it all. 

“Question Everything” is a production of KCRW and Placement Theory.

The Ankler’s Janice Min and FeedMe founder Emily Sundberg join Mixed Signals for a candid roundtable lookback at a disorienting year in media. They sound off on everything from YouTube’s domination, to the Charlie Kirk saga, and the increasingly niche areas of coverage for newsletters. Max and Ben also ask about Substack’s evolution, creator economics, and what media moments might be top of mind for 2026.

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Head of Instagram Adam Mosseri joins Mixed Signals to talk about what Instagram actually is in 2025, and what it isn't. Max and Ben ask about the platform’s new move onto TV screens, the dominance of Reels and DMs, and whether “everything is becoming television.” Mosseri also explains how the company is competing with TikTok and YouTube, and whether "AI slop" is a legitimate concern for social media feeds.

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Comedy veteran and longtime Conan O’Brien sidekick Andy Richter joins Mixed Signals for an existentially funny conversation about surviving three decades in entertainment. Max and Ben ask Andy about how he became late night’s most adaptable performer, whether he ever worried about becoming “the next Ed McMahon,” and why acting work has become so elusive in Hollywood. Andy also talks about the decline of late night as a cultural force, and how “Dancing With the Stars” accidentally turned him into a TikTok phenomenon.

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The New Yorker’s longtime editor-in-chief David Remnick joins Mixed Signals for a candid conversation about a new Netflix documentary about the magazine, and the New Yorker’s past, present, and uncertain future. Max and Ben ask Remnick how a century-old institution adapts to the digital age, and about what he’s learned from nearly three decades on the job. Remnick also reflects on magazine subscriptions models, Max's reporting about who should take his job , and why he’s grateful he never joined Twitter.

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Paula Kerger, the chief executive of America’s public broadcaster, joins Mixed Signals at a moment when public broadcasting is facing its most existential threat in decades. Max and Ben ask her about the political onslaught from the Trump administration and Congress, and what losing federal support will mean for hundreds of local stations. Kerger makes the case for kids’ programming, and spars with Ben about the relevance of broadcast television in the first place.

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New York Times investigative reporter Jodi Kantor joins Mixed Signals to explain how she’s revealed the secrets of internal deliberations behind the ceremony and black robes of the US Supreme Court. Max and Ben ask whether the court is actually leaking more, how newer justices are reshaping its public face, and what Kantor has learned about the culture of secrecy and power inside a long-impenetrable institution. She also reflects on the post–#MeToo media landscape and the fracturing of “factual consensus.”

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