Rephonic
Artwork for Prompt and Circumstance
Artificial Intelligence
AI Native Enterprise
Business Transformation
Agentic AI
Openai
Prompt Engineering
Large Language Models
AI Integration
Leadership
Fiverr
Cost Management
Leadership Courage
Risk Management
AI Literacy
AI Strategies
Agility and Adaptability
Back Office Efficiency
AI Resistance
Business Strategy
AI Strategy

It’s human-friendly banter about code, culture, and CEO reality checks—served up by Mike Richardson, Ryan Niemann, Mark Redgrave, and Tom Adams. No jargon. No hype. Just real talk from four guys who’ve seen it all, and aren’t afraid to say what everyone’s thinking.

PublishesTwice monthlyEpisodes21Foundeda year ago
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TechnologyBusinessManagement

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Artwork for Prompt and Circumstance

Latest Episodes

AI adoption rarely fails on technology. It fails on leadership: teams resist changes nobody explained, annual planning cycles can't keep up, and the real bottleneck is often a person or a process, not a model. Long-time coach Tom Adams joins to unpac... more

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End-of-world AI headlines have you wondering whether to keep investing? Keep going, but watch the cost. Tom, Mike and Mark cover Tom's Waymo rides, Grok Bot's three-day training, cheap Chinese models. Mark calls labs' doom talk self-serving; Tom cite... more

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Most leaders are adopting AI tactically—testing tools, automating tasks, buying licenses—without realizing they’re actually placing big strategic bets about the future. This episode unpacks a simple but powerful framework (from Dan Pupius of The Gene... more

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If you’ve ever rolled out a “smart” system at work only to find your people hate it, this episode is for you. Using the World Cup as a live case study, the hosts unpack how well‑intentioned AI and data can quietly make an experience worse—on the pitc... more

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Most leaders still feel AI is a technical maze they don’t understand—and that keeps them stuck in pilot purgatory: scattered experiments, nothing in production, and no real business value. This episode tackles that head‑on and reframes AI as a people... more

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Most organizations are pouring hundreds of thousands of dollars into AI experimentation with little to show for it. They are trapped in what advisor Mark Redgrave calls the "AI activity trap"—lots of movement, no strategic impact. The problem isn't t... more

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Is your workforce pushing back against AI, even as you're told you must embrace it or fall behind? You're not alone—and the resistance isn't a problem to solve; it's data to act on.

In this episode, the hosts confront the growing tension between AI ... more

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Business leaders face a critical dilemma: they see the potential of AI but feel overwhelmed by technical complexity, unsure where to start, and frustrated by projects that never move beyond pilot phase. This episode reveals how modern AI tools have e... more

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Recent Guests

Riley Stricklin
Co-founder and Chief Strategy Officer of Cadre AI
Cadre AI
Episode: Scaling Your Business with AI: A Practical Guide to Fractional Teams and Strategic Implementation
Marvin Dejean
Senior Managing Partner at Gilead Sanders
Gilead Sanders
Episode: Strategic AI Implementation and Organizational Transformation Framework

Hosts

Mike Richardson
Veteran business leader discussing AI, technology and organizational change.
Ryan Niemann
Veteran business leader discussing AI, technology and organizational change.
Mark Redgrave
Veteran business leader discussing AI, technology and organizational change.
Tom Adams
Veteran business leader discussing AI, technology and organizational change.

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Talking Points

Recent interactions between the hosts and their guests.

Scaling Your Business with AI: A Practical Guide to Fractional Teams and Strategic Implementation
Q: Are you starting to see certain patterns emerge in those strategy conversations?
Yes, common patterns show that companies often want to achieve an AI-enabled environment where they can interact with company data just like they would with a human, but achieving this is multifaceted and requires incremental phases.

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Frequently Asked Questions About Prompt and Circumstance

What is Prompt and Circumstance about and what kind of topics does it cover?

Four veteran business leaders hold candid, informal conversations about technology, management and the realities of running companies. Recent discussions focus heavily on putting artificial intelligence to work: moving beyond pilots, aligning adoption with business strategy, preparing data and processes, and helping teams navigate organizational change. The hosts connect emerging tools and trends to practical questions for executives, including productivity, workforce shifts, leadership and the risks of chasing technology without a clear purpose. Their roundtable format blends individual experience, debate and humor, with occasional guests bringing perspectives from AI consulting and implementation. The emphasis is on plain-spoken business ... more

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Prompt and Circumstance launched a year ago and published 21 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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1. Riley Stricklin
2. Marvin Dejean

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