Podbit · The Megyn Kelly Show
Roger Ailes once told Megyn Kelly he was the loneliest man in the world — convinced he had no real friends at his level of power. When you're compartmentalizing your life that thoroughly, Callahan observes, it's because you're up to something bad.
Where this was said
At 43:20 · chapter starts 29:30
Megyn Kelly pivots from Pamela Anderson's principled refusals of Hollywood predators to her own experience with Roger Ailes, recounting how she originally interpreted his behavior as attempted infidelity rather than sexual harassment, and how she and Janice Dean only compared notes years later to discover the true scope of his conduct. Kelly recalls spending three-hour sessions in Ailes's office as a confidant, with his top executives Suzanne Scott and Bill Shine hovering outside wanting intelligence. She shares Ailes's haunting statement that he was 'the loneliest man in the world' [1] — Megyn Kelly "He said to me one time, I think I'm the loneliest man in the world, because I don't think he thought he could have friends." 44:00 , believing he had no real friends — and Callahan responds that anyone who needs to silo their life that completely is 'up to something bad.' The conversation then flows naturally into Kelly's own reflections on friendship betrayal, including a painful falling-out with Ben Shapiro, and a playful digression about her dogs Thunder and Strudwick.
Blake Lively lost 10 of her 13 claims against Justin Baldoni, yet she's now demanding $8 million in attorney fees after getting his one defamation counterclaim dismissed on a technicality. She has Amber Heard-ed herself and the industry knows it — no director will touch her.
Blake Lively is demanding $8 million in attorney fees from Justin Baldoni after getting his defamation counterclaim dismissed under California law.
Ten of Blake Lively's 13 claims against Justin Baldoni were thrown out, yet she is now pursuing $8 million in legal fees on the one claim of his that was dismissed.
Pamela Anderson, the biggest sexpot of her era, was constantly approached for hotel-room 'meetings' by powerful men — and always said no. Her mother told her from a young age what those invitations really meant, and she refused to trade on her body to get jobs.
Most people confuse things they value instrumentally (because they get them other things) with things they value intrinsically (for their own sake). Greenberg's friend stayed in a miserable relationship for years because she was living by her parents' values, not her own — the values map made the mismatch instantly visible.
Jungian analyst James Hollis distills a good life to four things: shut up (have gratitude, stop whining), suit up (prepare yourself to fulfill a role), show up (do the actual work in service of others), and daily get out of stimulus-response to ask what your deeper wish actually is. The whole landscape of self-help slots into just these four bins.
Toward the end of their 20s, many men discover that all the strategies that earned them recognition and success have stopped working. It's a second adolescence — more important than the first — where the question shifts from 'how do I play the game?' to 'who do I actually want to become?' Most people going through it look fragile from the outside. They're actually building a foundation.
Boys are told from childhood not to cry, not to feel, not to be weak — but anger gets a pass. The result: a generation of men who reroute every emotion, including sadness and fear, through the only acceptable channel. Emotional avoidance isn't toughness, it's misdirected sensitivity.
Men need a 'bank account' of masculine status — muscle, money, success — before society grants them permission to express vulnerability. Chris Bumstead can cry at the Olympia and get celebrated. A struggling nobody doing the same thing gets contempt. This creates a tragic paradox where the men who most need emotional support get the least of it.
Emotional sensitivity isn't a defect — it's a high-resolution scanner for human experience. Highly sensitive people pick up body language, tone, and unspoken tension that others miss entirely. In the right environment, that's not a liability. It's a superpower.
Her supervisor told her she was too emotional for the pediatric ICU. So she asked herself: 'What area of medicine can I cry in?' That question led her to psychiatry. Finding the environment that holds your emotional sensitivity isn't retreat — it's strategy.
For someone with RSD, ghosting isn't ambiguity — it's a self-verdict. Their brain doesn't read 'this relationship ended,' it reads 'I am the reason this failed.' No closure means the brain fills the gap with evidence of personal insufficiency, and it keeps filling indefinitely.
More freedom doesn't produce more happiness — it produces more anxiety. Kierkegaard identified this 180 years ago: the more options you have, the more you feel the 'dizziness of freedom,' a paralytic unease at having to choose any single one. The freest generation in history is, by his prediction, exactly the most anxious.
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