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A collection of bold conversations at the intersection of AI and business strategy. Explore episodes that challenge the status quo and spark your next move. Browse, listen and lead smarter - your playlist of possibility starts here.
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Latest Episode
Clash of the Cohosts: Prompt This Smackdown II
In this high‑stakes sequel, Clint and Greg return to the arena for another showdown pulling insights from ten of the smartest operators, analysts, founders, and strategists who’ve appeared on the show. Each round, they choose a guest’s answer to five big AI-in-business questions, then hand it to ChatGPT to judge who picked the stronger insight.
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Featured Episode
AI Can Translate Everything. It Still Can’t Make You Global
In this episode, Josh Gould, CEO of The Big Word, breaks down why culture, logistics, and human support still determine whether companies can operate globally. He shares how AI has transformed translation, exposes the ways teams sabotage AI adoption, and makes a bold case for apprenticeships over traditional degrees as the future of technical talent.
This conversation will challenge how you think about “global”, and whether your org is truly ready for it.
Trailer Episode
What happens when two curious minds, Clint and Greg, set out to decode the future of AI in business?
In this trailer, they crack open the vision behind PROMPT This: a podcast built for business leaders and anyone tired of surface-level tech talk. Discover the tone, topics, and perspective that set this podcast apart.
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Welcome Series
A Curated Point to Start for New Listeners
Start here if you’re new to PROMPT This. This series brings together the episodes that capture our voice, our values, and our take on how AI is transforming modern work. You’ll get the big ideas, the standout moments, and a first look at the range of guests who make this show what it is: business operators, builders, experimenters, and leaders who are actually doing the work. It’s the perfect warm‑up before you dive deeper into the full catalog.
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Leadership Series
Leading with clarity in the age of AI
In a world where AI accelerates everything except human understanding, today’s leaders face a new mandate: create clarity, build alignment, and lead with intention. This three‑episode series brings together voices who understand the real work of leadership: the communication, and the human dynamics that determine whether teams move or stall.
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Where sales, marketing, and strategy converge in the age of AI.
This series brings together three operators who are redefining how the modern go‑to‑market team works. From building custom GPTs and scaling AI literacy to staying visible in an AI‑driven search landscape and transforming sales execution, these episodes offer a grounded look at how real teams are using AI to move faster and operate smarter. If you lead GTM, this is your roadmap for the next era of growth.
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