The Only Constant

Frank Casale | On empathy from machines, and the discomfort of real change | Episode #67


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In this episode, Lasse Rindom speaks with Frank Casale - entrepreneur, advisor, and long-time voice in automation and enterprise change. Frank calls himself a “conflicted futurist,” and it shows - in the best way possible. Together, they discuss:

  • Why most companies say “agentic” but act quarter-to-quarter
  • How AI isn’t just smart- it’s becoming empathic, and what that unlocks
  • The real revolution: not tech, but how work gets done
  • Why the next big wave isn’t just automation, but it’s services powered by digital labor
  • Frank is sharp, provocative, and uncomfortably honest. If your roadmap still starts with tools, this might rattle your framing


    Do you want to know more Frank Casale?

    Frank Casale is a veteran in enterprise growth, go-to-market strategy, and emerging tech, best known as the founder of the Institute for Robotic Process Automation & AI, The Outsourcing Institute, and most recently Tranquilla AI - an empathic-AI startup delivering comfort, concierge, and coaching services. With over two decades of experience selling into complex, regulated, and global markets, Frank has helped early-stage and scaling companies break through noise, build trust-based sales pipelines, and close strategic deals with enterprise giants like GM, Citibank, PwC, and IBM. He’s a recognized voice in the automation and AI ecosystem, known for his straight talk, strategic clarity, and ability to spot momentum before it peaks.

    As an operator, advisor, and super-connector, Frank opens doors most teams can’t. His global network - spanning over 150,000 professionals and 30,000+ direct LinkedIn connections - includes buyers, investors, alliance partners, and influencers across the U.S., EMEA, and APAC. Whether he’s shaping go-to-market strategies, launching empathic-AI platforms, or speaking on the future of digital labor, Frank’s focus remains consistent: helping tech companies grow faster by building relationships that convert - and by staying two steps ahead of where the market is going.

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    The Only ConstantBy Lasse Rindom