PROMPT This is where thoughtful strategy meets fresh perspectives, guided by cohosts Clint and Greg. Listen in as they explore how AI is reshaping business, leadership, and the decisions that drive both.

PROMPT This
Claim This Podcastby Clint & Greg
Podcast Overview
PROMPT This is where thoughtful strategy meets fresh perspectives, guided by cohosts Clint and Greg. Listen in as they explore how AI is reshaping business, leadership, and the decisions that drive both.
Language
🇺🇲
Publishing Since
7/28/2025
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Recent Episodes

April 16, 2026
“Season 1: Ctrl+Alt+Season Finale” featuring Clint and Greg
<h2>Episode Summary</h2> <p class="p3">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, Clint and Greg step back and ask a simple question. What actually changed?</p> <p class="p3">The answer is not what you expect.</p> <p class="p3">They started this podcast thinking AI might reshape work someday. What they found is that it already has. Quietly, unevenly, and in ways most people are still missing.</p> <p class="p3">In this episode, they unpack the moments that changed their minds. Where they got it wrong early. Where the hype collapsed. And where the real signal showed up.</p> <p class="p3">You will hear why the idea of AI fully replacing jobs does not hold up in practice, but also why that does not mean your job is safe. You will hear what is actually working inside companies right now, and why most teams are still stuck talking about tools instead of getting results.</p> <p class="p3">There is also a shift they did not expect. The advantage is no longer going to the people who discovered AI first. It is going to the ones who quietly built it into how they work every day.</p> <p class="p3">This episode draws a line between curiosity and execution. Between people experimenting with AI and people using it to win.</p> <p class="p3">If you have been circling AI, watching from the sidelines, or telling yourself you will get to it later, this conversation will challenge that thinking.</p> <p class="p3">Season One was about figuring out what AI is. This episode makes it clear what happens next.<br><br></p> <h2>Chapter Breakdown </h2> <p class="p4">00:00 – Opening and Season Finale Setup <br>Clint and Greg frame this as a different kind of episode and reflect on finishing their first season.</p> <p class="p4">01:07 – What It Took to Build Season One <br>A look at the scale of the journey and how far they have come from the early days.</p> <p class="p4">02:07 – The Shift from Curiosity to Real Usage <br>How AI moved from a side experiment to part of everyday work.</p> <p class="p4">03:33 – Why First Movers No Longer Have the Edge <br>The playing field is leveling, but not for the reason most people think.</p> <p class="p4">04:18 – Where AI Actually Delivers Value <br>A grounded discussion on real use cases versus hype.</p> <p class="p4">05:20 – The Moment That Changed Clint’s Thinking <br>A sharp insight on ownership, credibility, and how to talk about AI.</p> <p class="p4">07:17 – The Job Debate Revisited <br>The hosts challenge their original stance and unpack what is really happening.</p> <p class="p4">09:28 – The Three Big Takeaways from the Season <br>What matters now and what does not.</p> <p class="p4">11:11 – Tools vs Execution <br>Why access to AI tools is no longer the differentiator.</p> <p class="p4">11:39 – Closing the Season <br>A direct message to listeners and a reflection on the journey.</p> <p class="p4">12:23 – What to Expect in Season Two <br>A shift from talking about AI to showing how to use it.</p> <p class="p4">12:44 – Outro <br>Wrapping Season One and setting up what comes next.</p>

April 8, 2026
"The CRO’s Field Guide to Real-World AI" featuring Jason Rushforth
<h1 class="p1">Guest Introduction</h1> <p class="p3">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, field-tested perspective on how deals actually get done, where sales processes break, and how to fix them. More recently, Jason has been hands-on with AI in sales and marketing workflows, separating what delivers real impact from what just looks good in a demo.<span class="Apple-converted-space"> </span><span class="s1"> </span></p> <h2 class="p1">Episode Summary </h2> <p class="p3">This episode cuts straight through the noise around AI in sales.</p> <p class="p3">Jason brings a CRO-level lens to a market flooded with promises. The core message is simple but often ignored. AI only matters if it solves a real problem. Everything else is just marketing.</p> <p class="p3">The conversation moves fast across three realities. First, most “AI-powered” tools are just repackaged SaaS with a thin layer of automation. Second, when AI works, it compresses weeks of work into minutes and changes how teams operate. Third, the real advantage comes from how operators use AI, not the tool itself.</p> <p class="p3">You will hear where AI is already delivering value today. Territory planning that used to take weeks now happens in minutes. Qualification gets sharper in real time. Pipeline generation becomes proactive instead of reactive.</p> <p class="p3">You will also hear where things break. Forecasting still struggles. Pricing models are unclear. And the gap between demo and reality is still wide.</p> <p class="p3">The through line is practical. Start with the problem. Test in small pilots. Use AI to guide decisions, but do not let it replace judgment.</p> <p class="p3">If you are responsible for revenue, this episode gives you a clear starting point and a filter for what actually matters.<span class="s1"><br><br></span></p> <h2 class="p1">AI Challenge Call-to-Action </h2> <p class="p3">This week’s AI Challenge focuses on one simple idea: stop chasing AI tools and start solving real problems.</p> <p class="p3">Pick one friction point in your sales or marketing workflow. Then use AI to test a targeted solution through a small pilot. No big rollout. No long-term commitment. Just proof.</p> <p class="p3">Get the full breakdown, step-by-step instructions, and tools here:</p> <p class="p3"><a href="https://www.promptthis.ai/blog/how-to-select-ai-business-solutions-the-right-way">https://www.promptthis.ai/blog/how-to-select-ai-business-solutions-the-right-way</a> <br><br></p> <h2 class="p1">Chapter Breakdown </h2> <p class="p1">00:00 – Intro to Jason Rushforth <br>Clint sets the stage with Jason’s background and why his perspective on AI is grounded in real-world revenue operations.</p> <p class="p1">01:00 – Sales Operators Take Over <br>Greg and Jason lean into their CRO roots while Clint jokes about getting pushed out of the funnel.</p> <p class="p1">02:30 – AI Hype vs Reality <br>Jason explains why most AI claims fall apart and how to evaluate whether a tool solves a real problem.</p> <p class="p1">04:00 – How to Spot Fake AI Fast <br>A practical framework for identifying tools that are just legacy SaaS with AI branding.</p> <p class="p1">05:40 – Biggest AI Miss and Biggest Win <br>A failed forecasting tool vs a standout territory management solution that compresses weeks into minutes.</p> <p class="p1">08:30 – Why Simple Problems Win <br>The best AI solutions are often the least flashy but solve real operational pain.</p> <p class="p1">10:00 – “Beat the Machine” Mindset <br>Using AI as guidance, not gospel, and why top performers outperform the model.</p> <p class="p1">11:00 – AI for Sales Reps <br>Using tools like ChatGPT for objection handling and confidence building in live deals.</p> <p class="p1">12:00 – AI-Driven Qualification <br>How AI prompts reps in real time to ask better questions and capture data automatically.</p> <p class="p1">14:30 – Pipeline Still Rules Everything <br>“Pipeline saves lives” and how AI can prioritize the right prospects at the right time.</p> <p class="p1">16:00 – AI for Daily Sales Execution <br>Tools that tell reps exactly who to contact and why, turning signals into action.</p> <p class="p1">17:00 – AI in Inbound and BDR Workflows <br>How AI is starting to automate lead routing and early-stage engagement.</p> <p class="p1">18:30 – The SaaS vs AI Shift <br>Jason’s take on the so-called SaaS disruption and where traditional companies still win.</p> <p class="p1">21:00 – Why Product Alone Is Not Enough <br>Clint pushes on the idea that companies are more than features, highlighting infrastructure and trust.</p> <p class="p1">23:30 – The Pricing Problem <br>Seat-based SaaS vs usage-based AI and why CFOs struggle with unpredictability.</p> <p class="p1">27:00 – Where to Start with AI <br>Jason’s playbook: identify problems first, then find solutions that directly address them.</p> <p class="p1">29:00 – The Three Areas to Focus On <br>Rep productivity, territory management, and better visibility into pipeline and forecasting.</p> <p class="p1">31:00 – Start Small and Pilot <br>Why testing before buying is the safest way to adopt AI without breaking your business.</p> <p class="p1">32:00 – Closing Thoughts and Where to Find Jason <br>Jason shares how to connect and encourages ongoing dialogue as the AI landscape evolves.</p>

April 1, 2026
"Clash of the Cohosts: Prompt This Smackdown II"
<h2>Guest Introductions</h2> <p class="p3">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.</p> <p class="p3">You get a mix of CEOs, operators, analysts, and AI builders including Erik Archer Smith, Emily Maxie, Julie Trelstad, Ken Roden, Warren Kucker, Brooks Bush, Bruce Daley, Joshus Gould, Dr. Shelli Hendricks, and Martin Schneider.</p> <p class="p3">Clint and Greg draft from this pool and go head to head. No long interviews. Just their best answers, put under pressure.</p> <p class="p3">Two teams with very excited captains. Five questions about AI realities. One AI judge. Lots of fun.<br><br></p> <h2> Episode Summary</h2> <p class="p3">This episode is fast, competitive, and a bit unpredictable.</p> <p class="p3">Clint comes in as the defending champion. Greg comes in prepared and looking to steal the belt.</p> <p class="p3">They draft teams from past guests and run five rapid fire questions that cut straight to what matters in AI right now. No theory. No polished talking points. Just real answers from people doing the work.</p> <p class="p3">What makes this one worth your time is how quickly the noise drops away.</p> <p class="p3">You hear what experienced operators actually think is overhyped. Where real competitive advantage is showing up. What they refuse to trust AI with. And where leaders are still getting it wrong.</p> <p class="p3">Some answers are practical. Some are blunt. A few are uncomfortable.</p> <p class="p3">And when ChatGPT is forced to pick winners, it exposes something even more interesting. AI does not always judge the way you expect.</p> <p class="p3">The momentum swings. The arguments tighten. And by the final round, it comes down to a single idea that cuts to the core of how AI should be used in business.</p> <p class="p3">You will have your own opinion on who won.<br><br></p> <h2>Chapter Breakdown with Timestamps</h2> <p class="p4">00:00 – The Smackdown Returns <br>A high-energy opening sets up a more competitive, more confident round two.</p> <p class="p4">01:13 – Draft Day <br>Clint and Greg build their teams from the last ten guests. Strategy starts early.</p> <p class="p4">05:09 – Round 1: What’s Overhyped about AI<br>Strong takes on where AI is already breaking down in the real world.</p> <p class="p4">07:01 – Round 2: Where AI Advantage Is Coming From <br>Speed versus specialization. Two very different paths to winning with AI.</p> <p class="p4">09:07 – Round 3: What Task You’d Never Trust AI With <br>Accountability shows up fast. Some lines people will not cross.</p> <p class="p4">12:00 – Round 4: One AI Tool to Roll Out Everywhere <br>A tactical answer collides with a more strategic one. This round shifts momentum.</p> <p class="p4">14:18 – Round 5: The Biggest Misconception about AI<br>This is the one that matters. The answers get sharper and more opinionated.</p> <p class="p4">17:00 – Final Decision <br>ChatGPT makes the call. You may or may not agree, but one of the hosts is thrilled to take home the Rapid Fire Smackdown belt.</p> <p class="p2">18:00 – Closing Thoughts <br>A quick reflection on what these answers reveal about where AI actually stands today.</p> <p class="p1"> </p>
33 total episodes available
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