All Episodes
Episodes
“Season 1: Ctrl+Alt+Season Finale” featuring Clint and Greg
Episode Summary
Season One has come to an end and the Prompt This team is taking a well-deserved break after 32 episodes in 32 weeks, dozens of operators, and hours of conversations about AI. In this season finale,...
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"The CRO’s Field Guide to Real-World AI" featuring Jason Rushforth
Guest Introduction
Jason Rushforth is a seasoned Chief Revenue Officer and career sales operator who has built and scaled high-performing go-to-market teams across multiple organizations. He brings a sharp,...
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"Clash of the Cohosts: Prompt This Smackdown II"
Guest Introductions
Time for something a little different and have some fun. This episode brings back the ten most recent Prompt This guests and turns them into "Rapid Fire Smackdown" competitors.
You get a mix of...
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“AI Can Translate Everything. It Still Can’t Make You Global” featuring Joshua Gould
Guest
Joshua Gould is the Group CEO of thebigword, one of the world’s largest language services and multilingual technology companies. His organization supports governments, healthcare systems, and global enterprises...
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"From Enterprise Funnels to One‑Click Sales: One Founder Putting AI to Work" featuring Erik Archer Smith
Guest Introduction
Erik Archer Smith is a veteran marketing leader with nearly two decades of experience scaling enterprise SaaS companies from early traction to more than $150 million in annual recurring revenue....
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"The Analyst’s View of AI: Judgment, Costs, and Real‑World Use" featuring Bruce Daley
Episode Summary
AI is changing how knowledge work gets done, but it is not replacing experts the way many people fear.
In this episode, Clint and Greg talk with longtime software analyst Bruce Daley about what really...
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"Agentic AI Outcomes: Are You Measuring What Matters?" featuring Martin Schneider
Guest IntroductionÂ
Martin Schneider is Vice President and Principal Analyst at Constellation Research. He has sat on both sides of the table as a go-to-market operator and now as an industry analyst advising...
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“Command Line Clint Strikes Back…and Claude Gets Put to the Test" featuring Clint and Greg
Guest Introduction
In this episode, there is no outside guest. It is just Clint and Greg, and that is the point.
Clint is a longtime startup operator who has lived through multiple waves of tech change and knows what...
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“A Live Look at How AI Fits into Real Work…and Greg was the Test Case” featuring Greg and Clint
Episode Summary
Instead of interviewing a guest, Clint and Greg run a live demo. The goal is straightforward: can a marketer build a professional website without waiting on developers?
The answer is yes.
Clint starts...
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"What AI Still Misses in Leadership Coaching" featuring Dr. Shelli Hendricks
Episode Summary
In this episode, the conversation moves away from sales and marketing tactics and into the human core of leadership. Clint and Greg sit down with Shelli Hendricks to explore what executive coaching...
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"How to Turn Unstructured Data Into Your Competitive Edge" featuring Warren Kucker
Episode Summary
In this episode, we talk with Warren Kucker about a simple but overlooked idea: companies are sitting on massive amounts of value inside their conversations and doing almost nothing with it. Warren...
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"The Strategy Handoff: Where Good Plans Go Off Track" featuring Brooks Busch
Episode Summary
Strategy failure rarely starts with bad ideas. It starts with bad translation.
In this episode, Clint and Greg sit down with Brooks Busch to unpack why strategy planning and execution remain one of the...
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