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

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.