PROMPT This
Episodes
“Season 1: Ctrl+Alt+Season Finale” featuring Clint and Greg
16 Apr 2026
Contributed by Lukas
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 operat...
"The CRO’s Field Guide to Real-World AI" featuring Jason Rushforth
08 Apr 2026
Contributed by Lukas
Guest Introduction Jason Rushforth is a seasoned Chief Revenue Officer and career sales operator who has built and scaled high-performing go-to-market...
"Clash of the Cohosts: Prompt This Smackdown II"
01 Apr 2026
Contributed by Lukas
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...
“AI Can Translate Everything. It Still Can’t Make You Global” featuring Joshua Gould
25 Mar 2026
Contributed by Lukas
Guest Joshua Gould is the Group CEO of thebigword, one of the world’s largest language services and multilingual technology companies. His organizat...
"From Enterprise Funnels to One‑Click Sales: One Founder Putting AI to Work" featuring Erik Archer Smith
18 Mar 2026
Contributed by Lukas
Guest Introduction Erik Archer Smith is a veteran marketing leader with nearly two decades of experience scaling enterprise SaaS companies from e...
"The Analyst’s View of AI: Judgment, Costs, and Real‑World Use" featuring Bruce Daley
11 Mar 2026
Contributed by Lukas
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...
"Agentic AI Outcomes: Are You Measuring What Matters?" featuring Martin Schneider
04 Mar 2026
Contributed by Lukas
Guest Introduction Martin Schneider is Vice President and Principal Analyst at Constellation Research. He has sat on both sides of the table as ...
“Command Line Clint Strikes Back…and Claude Gets Put to the Test" featuring Clint and Greg
25 Feb 2026
Contributed by Lukas
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 ...
“A Live Look at How AI Fits into Real Work…and Greg was the Test Case” featuring Greg and Clint
18 Feb 2026
Contributed by Lukas
Episode Summary Instead of interviewing a guest, Clint and Greg run a live demo. The goal is straightforward: can a marketer build a professional webs...
"What AI Still Misses in Leadership Coaching" featuring Dr. Shelli Hendricks
11 Feb 2026
Contributed by Lukas
Episode Summary In this episode, the conversation moves away from sales and marketing tactics and into the human core of leadership. Clint and Greg si...
"How to Turn Unstructured Data Into Your Competitive Edge" featuring Warren Kucker
04 Feb 2026
Contributed by Lukas
Episode Summary In this episode, we talk with Warren Kucker about a simple but overlooked idea: companies are sitting on massive amounts of value insi...
"The Strategy Handoff: Where Good Plans Go Off Track" featuring Brooks Busch
28 Jan 2026
Contributed by Lukas
Episode Summary Strategy failure rarely starts with bad ideas. It starts with bad translation. In this episode, Clint and Greg sit down with Brooks Bu...
"The Hidden Battle Over Books and AI — Why It Matters to Every Creator" featuring Julie Trelstad
21 Jan 2026
Contributed by Lukas
Episode Summary This episode explores a topic most business leaders are not thinking about yet, but probably should be. AI systems are built on conten...
"Why AI Literacy Is the Real Power Move for Today's Growth Operators" featuring Emily Maxie
14 Jan 2026
Contributed by Lukas
Episode Summary This episode of PROMPT This is a practical master class on how AI is actually being used inside modern go-to-market teams. Emily ...
"The AI Sandwich: A Workflow Model That Actually Scales" featuring Ken Roden
07 Jan 2026
Contributed by Lukas
Episode Summary AI adoption is not slow. Leadership clarity is. In this episode, Ken Roden challenges the popular narrative that employees are resisti...
"2025 Year in Review - AI Didn’t Take Our Jobs … Just Our Weekends"
31 Dec 2025
Contributed by Lukas
Episode Summary This episode is a straight talk, no-spin review of AI in 2025. These past twelve months were the year AI got real, not world-endi...
"PROMPT This Presents: The Holiday Hotline" featuring AI Clint and AI Greg
24 Dec 2025
Contributed by Lukas
Episode Summary In this Christmas special, Prompt This takes a playful but pointed look at real-world AI problems through a holiday lens. With ...
"PROMPT This Rapid Fire Smackdown"
17 Dec 2025
Contributed by Lukas
Episode Summary This episode changes up the usual format. Instead of long interviews, Clint and Greg host the first ever Prompt This Rapid F...
"Creativity vs.Productivity: Why Marketers Still Matter in the AI Era" with Deepak Deolalikar
10 Dec 2025
Contributed by Lukas
Guest Introduction Deepak Deolalikar is the co-founder of Ziply AI, where he leads strategy for a platform built to help marketing teams create conten...
"Straight Talk on AI: Building Smarter Teams and Customer Experiences" featuring Chris Angus
03 Dec 2025
Contributed by Lukas
Episode Summary In this episode, Clint and Greg sit down with Chris Angus to explore how 8x8, a leading cloud-based communications provider, ...
"AI, Gratitude, and Growth - A PROMPT This Thanksgiving"
26 Nov 2025
Contributed by Lukas
Episode Summary This week, Clint and Greg are taking time off for the US Thanksgiving holiday to recharge and reconnect with family and friends. But t...
"A Look Back Over the First 10 Episodes"
19 Nov 2025
Contributed by Lukas
PROMPT This celebrates a milestone with our first 10 episodes completed! In this special recap, Clint and Greg take a look back at the journey so far,...
"From Skill Agents to Digital Personas - Building Smarter Sales Systems" featuring Ben Taft
12 Nov 2025
Contributed by Lukas
Episode Summary In this episode of PROMPT This, Greg and Clint dive deep with Ben Taft, a sales operations leader and strategist d...
"Beyond CRM Updates - The Rise of AI Sales Assistants" featuring Ganesh Iyer
05 Nov 2025
Contributed by Lukas
Episode Summary In this episode of Prompt This, Greg and Clint sit down with Ganesh Iyer, the founder of ASPR.ai, to explore how AI sales assistants a...
"Faster Insights, Smarter Strategies - How AI is Shaping Healthcare Marketing" featuring Margaret Freitag
29 Oct 2025
Contributed by Lukas
PROMPT This Greg and Clint sit down with Margaret Freitag, a marketing strategist and founder of Miramar Consulting, who’s proving that AI isn’t j...
“AI in Public Sector Sales and How It's Transforming the Way Sellers Engage” featuring John Sasson
22 Oct 2025
Contributed by Lukas
Prompt This Greg and Clint sit down with John Sasson, a veteran sales leader who’s proving that AI isn’t just a tech trend, it’s a sales perform...
"What Happens When AI Hosts the Show" featuring AI Clint and AI Greg
15 Oct 2025
Contributed by Lukas
Prompt This In this episode, the machines take the mic. Literally. “AI Clint” and “AI Greg” host the entire show: script, voices, music, and e...
“The AI Shift - How Companies Start, Scale, and Rethink Work” featuring Jason Green
08 Oct 2025
Contributed by Lukas
Prompt This In this episode, Jason Green breaks down what it really takes for companies to start their AI journey, avoid the hype, and put practical w...
"The Autonomous Organization - Scaling with AI Teammates" featuring Gabe Larsen
01 Oct 2025
Contributed by Lukas
Prompt This Clint and Greg sit down with Gabe to explore what it really means to run an “autonomous organization.” Forget the hype about robot cow...
"AI Is Not the Hero - You Are" featuring Christian Wettre
24 Sep 2025
Contributed by Lukas
PROMPT This Greg and Clint sit down with Christian Wettre to uncover how small businesses can outmaneuver giants by using AI as a force multiplie...
"How AI is Reshaping the Sales Game" featuring Mark Bautista
17 Sep 2025
Contributed by Lukas
Prompt This Mark Bautista joins Greg and Clint to explore how AI is reshaping the sales playbook. They unpack why early adoption pays off, how pr...
AI, Strategy & the Unfiltered Truth with Charles Hicks
10 Sep 2025
Contributed by Lukas
Guest – Charles Hicks Charles Hicks is a founder and the CTO of Reliable CX, helping organizations integrate AI into customer experience strategies....
Meet Clint and Greg
28 Jul 2025
Contributed by Lukas
What happens when two curious minds, Clint and Greg, set out to decode the future of AI in business—without the jargon or ego? In this trailer,...