The AI Guys
Two tech entrepreneurs analyze AI's impact on software businesses, advising SaaS companies on strategy, innovation, and survival.
This is a strategy-focused dialogue between two tech insiders breaking down how AI is altering the software industry. The show is relentlessly commercial, focusing on the urgent business decisions SaaS founders and executives need to make to avoid obsolescence. It's less about the technical nuts-and-bolts of AI models and more about go-to-market strategy, business model shifts, and market predictions.
“Unlike more academic or technically-focused AI podcasts, The AI Guys is direct, opinionated, and action-oriented. The hosts frequently use blunt business analogies and make specific, near-term predictions for the software market, framed by their own entrepreneurial experience.”
Who hosts this show
The AI Guys are hosts Lee Dickson and Rich Swier, the minds behind the enterprise AI company RAIA. Rich Swier is a serial entrepreneur with a 30-year history of launching tech businesses, including offrs.com (acquired by Constellation Software) and RAIA, which he founded to build AI solutions for vertical markets. The podcast serves as a public conversation where they share their experiences and strategic thinking on how AI is creating a fundamental shift in technology and business, aimed at fellow entrepreneurs and business owners.
Credentials & credits
- Rich Swier: Founder, RAIA
- Rich Swier: Founder, offrs.com (acquired by Constellation Software)
- Rich Swier: Serial entrepreneur for 30+ years
- Lee Dickson: Host, The AI Guys
Other ventures
- RAIA (hosts' company)
- offrs.com (acquired by Constellation Software)
- Sarasota Online (acquired by Comcast)
- Postgame (Investor)
What kind of podcast
- Country
- United States
- Region
- usa
When new episodes drop
- 01[AI Guys: Clips] Vertical Market Software: Embracing InnovationJun 26, 2026 · 3 min
- 02
- 03[AI Guys: Clips] AI's Next Frontier: Open Source & Vertical KnowledgeJun 23, 2026 · 5 min
- 04[AI Guys: Clips] Shift Your Company's Value: A 24-Month PlanJun 22, 2026 · 3 min
- 05Is the AI Bubble About to Burst?Jun 22, 2026 · 30 min
- 06[AI Guys: Clips] AI's Impact on SaaS Pricing ModelsJun 18, 2026 · 4 min
Notable episodes
- 01Is the AI Bubble About to Burst?
A full-length episode that captures the show's core thesis, questioning hype-driven valuations and the gap between AI promises and real-world production use.
- 02AI Dealing SaaS Companies The Final Blow?
This appears to be a pillar episode from which many recent clips are taken, focusing on the existential threat AI poses to traditional SaaS business models.
- 03[AI Guys: Clips] The Surprising Shift in SaaS Pricing: How Usage-Based Models Are Replacing Seats
A representative clip that showcases their focus on specific, tactical business model changes driven by AI.
What you'll be asked on this show
The format is a two-host conversation, often distributed as short daily clips taken from a longer weekly episode. The style is candid and energetic, with recurring concepts like 'vibe coding' and analogies comparing large, slow-moving companies to 'battleships'. [iDGLXNp1CaE]
Questions the host keeps coming back to
- “Can I solve this with AI?”
Signature segments
- · The concept of 'vibe coding' to describe rapid, imaginative interface creation.
- · Making specific, time-bound predictions about AI market shifts.
- · Using the analogy of a 'battleship' to describe large, slow-moving incumbent companies.
- · Analyzing the shift from seat-based pricing to usage-based models in SaaS.
- · Emphasizing that innovation is now a requirement, not an option.
Topics covered repeatedly
Who gets booked here
The show is primarily a host-driven conversation between Lee Dickson and Rich Swier and does not typically feature external guests. This focuses the content on their direct experiences and analysis.
Where to find this show
Audience & reach
The podcast is brought to you by RAIA, the hosts' own enterprise AI agent company. It functions as a content marketing channel, demonstrating their expertise and strategic thinking to a target audience of potential customers in the software industry.
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
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People also ask
- Who are the hosts of The AI Guys?
- The primary hosts are Lee Dickson and Rich Swier. Rich Swier is a serial tech entrepreneur and the founder of the AI company RAIA. Original descriptions also list Thomas Hall as a host.
- What is the podcast's format?
- It is a conversational podcast between the hosts, typically released as a full-length episode and shorter daily clips derived from it. It does not usually feature interviews.
- Is The AI Guys podcast still active?
- Yes, it is active, with new clips and episodes published on a near-daily basis as of mid-2026.
- What is RAIA?
- RAIA is the AI company founded by host Rich Swier, which sponsors the podcast. It provides a platform for businesses to build and deploy enterprise AI agents for sales, support, and operations.
- Who is the podcast for?
- It's aimed at entrepreneurs, business owners, and executives, especially within the SaaS and vertical market software industries, who want to understand the strategic business implications of AI.
- Where can I listen to The AI Guys?
- The podcast is available on major platforms including YouTube, Apple Podcasts, and Spotify.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
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