267: Snake Oil
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The most capable people often struggle most with self-promotion. Jason Shen reframes the fear of being a 'snake oil salesman' by exploring the surprising history of actual snake oil.
266: Making a Real Difference
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Most nonprofits focus on feeling good or looking good rather than doing good. Jason Shen explains why a theory of change matters for anyone trying to create lasting impact.
265: What's the Point?
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When ambitious people lose their sense of purpose — whether from struggle or success — things go sideways fast. Jason Shen shares two coaching stories about rediscovering what matters.
264: Signaling Quality
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Before you can prove your substance, you have to signal your quality. Jason Shen explains why presentation determines whether you get the chance to demonstrate what you can really do.
263: The Tyranny of Thirty
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The pressure to 'make it by 30' has become a cultural epidemic. Jason Shen examines how the Forbes 30 Under 30 list and early-success myths created an artificial deadline that's ruining a generation.
262: Diminishing Returns on Merit Badges
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After your first few prestigious credentials, the returns on more 'merit badges' diminish fast. Jason Shen explains when chasing validation stops serving you and what to pursue instead.
261: Making Gut Calls
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Your gut intuition is only built when you actually follow it. Jason Shen shares a founder coaching story about trusting instincts over sunk costs and social pressure.
260: Fraught Conversations
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When disagreements get tangled with emotions, they become 'fraught conversations.' Jason Shen shares three practical tools for resolving conflicts with cofounders and close collaborators.
259: Off Track at 30
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A reader writes in panicking about turning 30 with a failed startup and dwindling savings. Jason Shen responds with hard-won wisdom about 'established adulthood' and the surprises your thirties hold.
258: Manager Initiative [Ask Jason]
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When managers won't take initiative, the problem is usually the founder's transition from doer to delegator — not the manager's competence. Here's how to fix it.
257: Threshold Checkpoint Goalsetting
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Smart founders get stuck overthinking strategy. Jason Shen introduces Threshold Checkpoint Goalsetting — a framework for making decisions under uncertainty without constant second-guessing.
256: I'm Your Daddy
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A raw, week-one snapshot of new fatherhood. Jason Shen shares what surprised him about having a newborn — from the naturalness of caregiving to the surreal moment of hearing 'daddy's here.'