Season 1
Episodes
AI Can’t Say “I Don’t Know” - Sol Rashidi on Judgment, Hallucinations & Leadership
Artificial intelligence is advancing faster than most leaders have time to process it.
But the real risk is not the technology.
It is the erosion of judgment.
In this episode of Drink Coffee. Do Cool Stuff., I sit...
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Curiosity Over Fear - Leadership, Judgment, and Staying Human in the Age of AI
Leadership rarely breaks down because of a lack of tools.It breaks down when fear replaces curiosity, and judgment gets outsourced.
In this episode of 𝘋𝘳𝘪𝘯𝘬 𝘊𝘰𝘧𝘧𝘦𝘦. 𝘋𝘰 𝘊𝘰𝘰𝘭 𝘚𝘵𝘶𝘧𝘧., I sit down with Kara Schlageter, a...
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Why Some Leaders Crumble and Others Stand Firm - Stoic Leadership
Stoicism is often misunderstood as emotional detachment or indifference. In reality, it is a practical leadership discipline built for moments when pressure is high, decisions are imperfect, and responsibility is...
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Bonus Episode: AI Can’t Lead. The Human Responsibilities We Can’t Outsource
This is a bonus episode of Drink Coffee. Do Cool Stuff.
It’s not a traditional conversation. It’s a short, focused leadership reflection.
As AI continues to accelerate, the real challenge facing leaders isn’t how...
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Why Slowing Down Feels Unsafe: A Navy SEAL on trauma, ego, and rebuilding presence
High performers are often told to slow down, reflect, and be more present. But for many, slowing down doesn’t feel calming. It feels unsafe.
In this episode of Drink Coffee. Do Cool Stuff., Jason Elrod sits down with...
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The Ritual Matters: Identity, Drift, and Designing the Next Chapter
What happens when you strip away titles, roles, and expectations?
In this episode of Drink Coffee. Do Cool Stuff., Jason sits down with longtime peer and retiring executive Brant Borchert for a deeply human...
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Eyes to See: AI, Leadership, and the Courage to Move Faster Than Comfort
In this episode of Drink Coffee. Do Cool Stuff., Jason Elrod sits down with Bradd Busick to unpack what leaders are missing about AI, speed, and organizational courage.
This is not a conversation about tools or hype...
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The Quiet Drift: When Momentum Replaces Intention
Most people don’t lose their purpose in a single moment. They lose it slowly, quietly, and without noticing.
In this solo episode of Drink Coffee. Do Cool Stuff., Jason Elrod explores the quiet drift and what happens...
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Balance is Power: A Framework for Life & Leadership
Episode 16 — Balance is Power: A Framework for Life & Leadership
In this solo episode, Jason Elrod explores the idea that balance isn’t neutrality — balance is power. Drawing from Aristotle’s Golden Mean,...
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Practice Positivity: Leadership, Faith, and Fatherhood with Jarrod Washington
In this episode of Drink Coffee. Do Cool Stuff., I sit down with Jarrod Washington, tech leader, father, and perpetual source of optimism, to talk about faith, leadership, empathy, and the power of gratitude.
From...
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Clarity Over Control: Leading When You Can’t Predict What’s Next
In a world obsessed with control, clarity is the true leadership advantage.
In this short solo episode, Jason Elrod explores how uncertainty tests our ability to stay calm, think clearly, and act with purpose....
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The Age of AI: Leading Through the Acceleration
Artificial Intelligence isn’t coming, it’s here. And like every great leap before it, it’s testing what kind of leaders we are.
In this solo episode of Drink Coffee. Do Cool Stuff., Jason Elrod breaks down the...
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