PROMPT This

Clint & Greg
  • 5.0 (10)
  • TECHNOLOGY
  • UPDATED WEEKLY

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.

  1. "2025 Year in Review - AI Didn’t Take Our Jobs … Just Our Weekends"

    4D AGO

    "2025 Year in Review - AI Didn’t Take Our Jobs … Just Our Weekends"

    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-ending, not world-saving, just deeply practical. In this PROMPT This year-end recap, Greg and Clint look back at the hype cycles, the misses, the breakthroughs, and the many weekends they sacrificed building a podcast powered almost entirely by AI. From agentic AI and AGI predictions to synthetic media, job fears, and the 90-day learning curve that changed everything, they break down what actually mattered in AI this year. Chapter Breakdown 00:00 – What 2025 really felt like 01:00 – Why the podcast almost did not happen 02:00 – Falling for the AI hype early 03:30 – Deciding to learn AI by doing 04:00 – Using AI to build a podcast with two people 05:30 – The 90-day learning curve that changed everything 06:45 – Learning how AI writes and how to control it 07:45 – Using AI to improve prompts and thinking 08:45 – Was 2025 the year AI got real 09:15 – Agentic AI, AGI, and inflated promises 10:45 – Why most AI business projects failed 11:30 – ChatGPT-5 hype versus reality 12:45 – AI as software, not science fiction 14:00 – Is AI really taking jobs 15:30 – Layoffs, stimulus money, and convenient narratives 18:00 – Synthetic media and content trust issues 20:00 – AI in creative work versus real expertise 21:30 – Marketing noise and standing out 23:00 – Sales outreach at scale and buyer overload 24:45 – Predictions for AI in 2026 26:30 – What happens to SDR and entry-level roles 28:00 – College grads, fear, and reality 31:00 – Personal takeaways from learning AI 32:30 – Final thoughts on skills that will matter next year 33:00 – Closing and what comes next

    35 min
  2. "PROMPT This Presents: The Holiday Hotline" featuring AI Clint and AI Greg

    12/24/2025

    "PROMPT This Presents: The Holiday Hotline" featuring AI Clint and AI Greg

    Episode Summary In this Christmas special, Prompt This takes a playful but pointed look at real-world AI problems through a holiday lens. With Clint and Greg “out of office,” AI Clint and AI Greg man the Elf Tech support hotline, fielding panicked calls from the North Pole. What sounds like seasonal comedy quickly turns into serious business lessons. Double-booked reindeer expose the risks of dirty data. An inventory bot stuck in 1997 highlights what happens when models are never retrained. Even Santa himself calls in, looking for help predicting next year’s hottest toy and avoiding another expensive misfire. The takeaway is clear. AI does not fail randomly. It fails predictably when leaders neglect data quality, model updates, and basic governance. This episode wraps those lessons in humor, but the message is sharp. If you do not actively manage your AI, it will quietly manage you into bad decisions. Guest Hosts This episode features a holiday takeover from AI Clint and AI Greg, the synthetic stand-ins for your regular hosts. While the real-world versions are off enjoying some well-earned downtime, their AI counterparts step in to keep business leaders sharp through the holidays.   Chapter Breakdown   00:00 – Holiday cold open and show setup 00:10 – AI Announcer introduces the Christmas takeover 01:04 – AI Clint and AI Greg take over Elf Tech support 01:28 – Reindeer scheduling disaster and the cost of dirty data 02:09 – Inventory bot stuck in 1997 and why retraining matters 02:52 – Santa calls in on predictive analytics and forecasting demand 03:38 – Core lessons for business leaders using AI 04:05 – Holiday sign-off and where to find more Prompt This content

    5 min
  3. "PROMPT This Rapid Fire Smackdown"

    12/17/2025

    "PROMPT This Rapid Fire Smackdown"

    Episode Summary This episode changes up the usual format. Instead of long interviews, Clint and Greg host the first ever Prompt This Rapid Fire Smackdown. The rules are simple. Every guest previously answered the same five AI-related questions. Clint and Greg draft teams, go head to head, and let ChatGPT decide which answer wins each round. What follows is part debate, part comedy, and part truth serum for the AI industry. The conversation cuts through hype and surfaces how experienced operators actually think about AI adoption, buzzwords, onboarding, and real use cases. The result is fast, opinionated, and surprisingly revealing. You hear where leaders agree, where they clash, and where AI itself struggles to be decisive. Guest Introductions This episode features a stacked lineup of returning Prompt This guests from previous episodes spanning sales, marketing, product, healthcare, and technology. The main event is hosted by Clint and Greg, who step into the ring as team captains with AI is the judge. Across five rapid fire questions, insights come from leaders including Margaret Freitag, Deepak Deolalikar, Ben Taft, Jason Green, Mark Bautista, Charles Hicks, Ganesh Iyer, Christian Wettre, Gabe Larsen, John Sasson, and Chris Angus. Each brings a distinct, experience-driven take on how AI is actually being used, misused, or misunderstood inside real organizations. This Week’s AI Challenge This episode’s AI Challenge is timely, practical, and immediately useful. The Challenge  Use ChatGPT to scan your email for purchase receipts, identify items you recently bought, and run price comparisons across other retailers to see if you overpaid and should return or rebuy items. Why It Matters  It is a simple example of using AI as a personal operations assistant, not a science project. It saves money, reduces friction, and proves that useful AI does not need to be complicated. Try It Yourself  Visit https://www.promptthis.ai Join the Prompt This community Share how you used AI to save time or money this week Chapter Breakdown 00:00 – Welcome to the Smackdown High energy intro sets the tone for a competitive, no fluff episode. 01:00 – The Rules and the Draft Clint and Greg explain the format and draft their teams from past guests. 04:47 – Round 1: Most Underrated AI Use Case Healthcare data analysis versus AI skepticism. ChatGPT makes its first call. 06:46 – Round 2: The Biggest AI Mistake Companies Make AI for AI’s sake versus understanding the problem first. Accents may influence judgment. 08:59 – Round 3: The Most Annoying Tech Buzzword Personalization, GPT, AI agents, and cognitive transformation all take hits. 12:45 – Round 4: The AI Tool You Wish Existed Sales commission visibility versus daily AI-powered content summarization. 14:29 – Round 5: Getting New Hires Started With AI Structured onboarding plans clash with a blunt reality check. 17:45 – The Winner Is Declared Bragging rights are claimed and remembered. 18:00 – AI Challenge and Closing A practical holiday use case for AI and a wrap on the Smackdown format.

    20 min
  4. "Creativity vs. Productivity: Why Marketers Still Matter in the AI Era" featuring Deepak Deolalikar

    12/10/2025

    "Creativity vs. Productivity: Why Marketers Still Matter in the AI Era" featuring Deepak Deolalikar

    Guest Introduction Deepak Deolalikar is the co-founder of Ziply AI, where he leads strategy for a platform built to help marketing teams create content at scale and stay visible within AI search. He combines deep technical curiosity with a historian’s view of innovation, drawing clear parallels between today’s AI wave and the early commercial internet. His work focuses on helping B2B marketing teams stand out when AI systems become the first stop for product research. Episode Summary In this conversation, Deepak explains why creativity remains the marketer’s superpower even as AI accelerates content production. He details why AI search optimization is becoming as important as traditional SEO and why B2B buyers are shifting their discovery work away from Google and toward tools like ChatGPT, Gemini and Copilot. The discussion explores how fragmented marketing workflows have become, why teams don’t want seven different tools stitched together and how Ziply AI aims to unify content creation, topic planning and distribution so companies can increase brand visibility without increasing headcount. The episode also looks at how AI is changing software development, how job categories may evolve and how society could benefit when AI reduces information asymmetry in areas like medicine, legal issues and financial billing. Deepak closes with the AI tools he uses in daily life, including WhisperFlow, NotebookLM, and emerging creative applications for music and slides.  AI Challenge Call-to-Action This week’s AI Challenge invites you to try Ziply AI to measure how well your brand shows up inside today’s major AI search engines. Learn where you stand, how you compare to competitors and what actions can increase your visibility in AI-generated recommendations. Get the full step-by-step guide and share your progress in our community:👉 promptthis.ai/blog/how-to-measure-your-brand-ai-visibility  Got your own AI business story? Reach out at promptthis.ai/contact to learn about becoming our next guest. Chapter Breakdown with Timestamps 00:00 Introduction and setup for the conversation on AI’s impact on marketing. 01:57 Deepak’s background and why he views today’s AI wave through the lens of past innovation cycles. 03:34 Why branding is harder in an AI-saturated market and why creativity still differentiates companies. 06:08 What Ziply AI does and why marketing teams struggle with content, scale and AI search visibility. 07:29 The problem with scattered marketing tools and the need for unified workflows. 09:45 What AI search actually is and why B2B buyers are moving from Google to ChatGPT and Gemini. 11:53 How AI systems decide what products to recommend and why authority signals matter. 13:15 Why marketers can’t “game the system” the old way and what new strategies matter. 14:02 How AI changes discovery, planning and amplification for modern marketing teams. 15:36 How building software has changed in the AI era and why MVP cycles move faster than ever. 17:10 The “cats and dogs” phase of AI and the patterns repeating from early internet adoption. 18:20 Why marketers remain essential for storytelling and framing real business value. 19:31 A broader look at how AI may transform systems, processes and organizational design. 21:37 The future of jobs and why roles will shift rather than disappear. 22:54 Why speed differentiates this AI innovation cycle from past technology waves. 24:06 How AI might reshape institutions, research, medical billing and information access. 27:16 Examples of AI reducing information asymmetry in medicine and home repair. 28:13 Deepak’s favorite AI tools: WhisperFlow, NotebookLM, Gamma and emerging creative applications. 32:41 This week’s AI Challenge: testing your brand’s presence in AI search. 33:37 Closing thoughts and where to find Deepak and Ziply AI.

    35 min
  5. "Straight Talk on AI: Building Smarter Teams and Customer Experiences" featuring Chris Angus

    12/03/2025

    "Straight Talk on AI: Building Smarter Teams and Customer Experiences" featuring Chris Angus

    Episode Summary In this episode, Clint and Greg sit down with Chris Angus to explore how 8x8, a leading cloud-based communications provider, is integrating AI into every layer of its business—from customer conversations to employee training and product innovation. Chris explains how AI is changing the economics of communication through consumption-based pricing and smarter conversation analytics, while emphasizing that successful AI adoption starts small—with trusted data. He also pulls back the curtain on 8x8’s internal AI council, their weekly AI training sessions, and the orchestration tools that let employees tap into multiple large language models securely. The conversation closes on a personal note as Chris shares how AI even helps him train for his first marathon—proof that AI’s usefulness extends beyond the office. For business leaders in sales, marketing, or operations, this episode is a playbook on practical AI implementation—what to automate, what to measure, and where human judgment still matters most. Guest Introduction Chris Angus is the Vice President of CPaaS (Communications Platform as a Service) at 8x8, where he leads global strategy for cloud communications and customer experience innovation. With more than 20 years in the communications industry, Chris combines sharp business insight with deep technical expertise. Known for his straight talk and humor, he brings a no-nonsense perspective to how AI is transforming customer interactions, training, and data-driven decision-making across modern organizations. AI Challenge: Build Your Own AI Fitness Coach Inspired by Chris’s marathon story, this week’s AI Challenge puts ChatGPT to work for your personal health. Open ChatGPT and prompt it to create a customized training plan for your next fitness goal—whether it’s a 5K, yoga practice, or daily walk routine. Then, ask it to adjust based on your energy levels, diet, and schedule. Get the full step-by-step guide and share your progress in our community: 👉 promptthis.ai/blog/build-your-own-smart-workout-coach Got your own AI business story? Reach out at www.promptthis.ai/contact.  Chapters 00:00 – Meet your hosts: Greg and Clint set up today’s theme 01:55 – Guest intro: Chris Angus, VP of CPaaS at 8x8 03:12 – The fix-it guy: Why every company needs a “Chris” 04:30 – How AI is rewriting customer communications 05:51 – Consumption-based models and AI in CX 07:54 – Data is the new starting point: Why clean data wins 09:35 – Inside 8x8’s AI Council and weekly training sessions 11:51 – Gamified learning and AI-driven skill simulations 13:49 – Building an internal AI stack across multiple LLMs 15:25 – Tools that blew Chris away (and why) 17:35 – AI-assisted product prototypes and coding speed 19:09 – Turning conversation data into business intelligence 21:15 – How to start with AI: sentiment and call analysis 22:32 – Coaching, feedback, and finding low-risk entry points 24:07 – Don’t just throw AI at it: solving real business problems 25:53 – Using AI personally—training for a marathon 28:31 – This week’s AI Challenge: build your AI fitness plan 29:29 – How to connect with Chris Angus 30:11 – Closing thoughts and next steps

    33 min
  6. "AI, Gratitude, and Growth - A PROMPT This Thanksgiving"

    11/26/2025

    "AI, Gratitude, and Growth - A PROMPT This Thanksgiving"

    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 they didn’t want to leave listeners empty-handed. In the spirit of gratitude, they’re sharing something special—a fully AI-generated song of appreciation created just for the PROMPT This audience. It’s their way of saying thank you for tuning in, sharing ideas, and being part of a growing community exploring how to get started with AI.

    3 min
  7. "A Look Back Over the First 10 Episodes"

    11/19/2025

    "A Look Back Over the First 10 Episodes"

    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, highlighting the most impactful lessons and practical insights. Across these episodes, the focus has been on helping business professionals learn how AI can support their work by offering practical insights, building confidence, and showing clear ways AI can drive real business impact. This look back at the first 10 episodes is both a reflection and a reset: a chance to revisit what we’ve learned and set the stage for what’s next. Explore the highlights, catch up on missed episodes, and see how PROMPT This can help you level up with AI.

    17 min
  8. "From Skill Agents to Digital Personas - Building Smarter Sales Systems" featuring Ben Taft

    11/12/2025

    "From Skill Agents to Digital Personas - Building Smarter Sales Systems" featuring Ben Taft

    Episode Summary In this episode of PROMPT This, Greg and Clint dive deep with Ben Taft, a sales operations leader and strategist defining the requirements for the next generation of intelligent sales systems. The conversation explores how “skill agents” are evolving into full-fledged digital personas—AI-driven teammates that can engage customers, manage workflows, and learn on their own. Ben explains how digital personas go beyond automation by blending behavioral psychology, contextual intelligence, and adaptive learning. The goal: build AI that doesn’t just assist, but actually collaborates—helping sales teams move faster, personalize at scale, and strengthen customer relationships. From specifying the design of voice-ready AI that feels human to aligning systems with brand tone and trust, Ben walks through what it takes to make these digital coworkers both powerful and authentic. The episode also unpacks how leaders can prepare teams for this new wave of AI collaboration and what cultural shifts are needed to thrive in a hybrid human–machine workplace. This conversation pulls back the curtain on where AI in sales is heading—and how to lead through it with creativity, clarity, and purpose. Today's Guest Ben Taft is a proven sales and marketing leader and a promoter of conversational AI and intelligent systems design. As a futurist, advisor, and sales operations leader, he’s defining and deploying technologies that merge natural language processing with real-world business applications. He looks forward to well developed digital persona ecosystems—AI agents that can act, learn, and represent brands in customer interactions. Ben’s mission is to make AI ready for his sales teams through thoughtful design and ethics-first leadership. AI Challenge – Join In! Take the Interview A Case Study Challenge. Use AI tools like ChatGPT, Copilot, or Gemini to interview a customer case study and become an expert on your customers. By asking questions directly of the case study, you will learn more about how to position your products for success. Ask yourself: does it feel authentic, helpful, and aligned with your brand? 👉 Full how-to at promptthis.ai/blog/interview-a-customer-case-study 👉 More AI challenges at promptthis.ai/ai-challenges   Chapter Breakdown 00:00 – Intro: The Rise of the Digital Teammate Greg and Clint introduce the episode and frame how AI skill agents are transforming into autonomous digital personas. 02:10 – Meet Ben Taft A background in conversational AI and why he believes digital personas are the future of human–machine collaboration. 03:45 – From Tools to Teammates Ben explains the evolution from simple AI assistants to adaptive, persona-driven systems. 05:28 – Designing for Empathy and Trust How tone, timing, and transparency make or break customer trust in AI interactions. 08:12 – Digital Personas in Sales Why sales leaders should see digital personas as partners in scaling personalization and pipeline management. 10:55 – The AI Skill Stack Ben outlines how modular AI “skills” combine to form holistic digital personas. 13:40 – Learning Like a Human Exploring how reinforcement learning and feedback loops help AI improve over time. 16:25 – Balancing Automation and Authenticity Why over-automation kills brand personality—and how to keep the human touch alive. 19:48 – Building the Right Culture for AI Collaboration Leadership, transparency, and the mindset shift required for AI-augmented teams. 23:02 – The Future of Digital Workforces What happens when digital personas begin representing not just companies—but individuals. 26:17 – Ben’s Favorite Tools His go-to stack for prototyping and deploying AI experiences across platforms. 28:30 – This Week’s AI Challenge Greg and Clint share how to start building your own digital persona and bring your brand to life through AI. 30:00 – Closing Thoughts Ben shares final advice for leaders ready to embrace AI teammates, and the hosts wrap another episode of Prompt This.

    31 min
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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.

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  • Creator
    Clint & Greg
  • Years Active
    2K
  • Episodes
    18
  • Rating
    Clean
  • Copyright
    © 2026 Prompt This 2025
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    PROMPT This