VirtuousAI
The Mid-Market Multiplier
The Mid-Market Multiplier with Chris Happ is the go-to podcast for mid-market CEOs who want to turn AI from buzzword to business value. In each fast-paced episode, Chris Happ, CEO of VirtuousAI, sits down with industry leaders to tackle high-value questions that cut through the hype and get straight to the “how.”Expect thought-provoking conversations, real-world examples (failures included!), and practical strategies you can apply immediately. If you’re a mid-market senior executive ready to adopt AI strategically and unlock growth, this podcast is your multiplier.
Where to listen?
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Episodes
Real Estate Reimagined: How Leaders are Adjusting to the New AI Landscape 27.03.2026 1:01:09
In this episode of The Mid-Market Multiplier , Chris Happ sits down with Todd Dooling, Chief Information Officer of Crow Holdings, to explore what practical AI leadership looks like inside a complex, growth-focused organization. Todd shares his unique journey from application development to leading business technology, how Crow Holdings fosters a culture of empowerment, and why that matters to emp...
Retail Reimagined: How AI is Giving Smaller Shops a Major Advantage 14.01.2026 36:24
In this episode of The Mid-Market Multiplier , we sit down with multi-time founder Kate Boyer as she shares the entrepreneurial journey behind building the Anatomie brand and the operating principles that helped her scale. Kate emphasizes that strong core values, grassroots marketing, and personal customer relationships are foundational to durable growth—and that speed in customer service is a dir...
Hospitality Reimagined: How AI is Elevating the Guest Experience 05.12.2025 56:06
In this episode of The Mid-Market Multiplier, we sit down with Dina Belon-Sayre, President of StayPineapple, to explore how AI is reshaping the future of hospitality. From hyper-personalized guest experiences to smarter operations and more agile decision-making, AI is opening new doors for mid-market hotel brands ready to innovate. Dina shares how StayPineapple thinks about customer delight, the r...
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