Building Businesses for Adventure With Derek Kalles

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Recorded08 May 2026

Publisherrss.libsyn.com ↗

Handlerec:18311057

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Derek Kalles is the Founder and CEO of Kalles Group, a Seattle-based consulting firm specializing in cybersecurity and engineering solutions for organizations navigating today's rapidly evolving digital landscape. Under his leadership, Kalles Group has built a reputation for human-centric security practices and boasts an impressive client roster. In addition to his main venture, Derek is a serial entrepreneur with multiple businesses across property management and AI-driven sales, and has shared valuable lessons from both successes and pivots. In this episode… Some entrepreneurs build companies to chase growth, while others build them to create a life big enough for the people and adventures that matter most. What does it take to design businesses that can keep moving forward, even when the founder is halfway across the world? For Derek Kalles, a lifelong builder and multi-business entrepreneur, the answer is people, systems, and the willingness to let go of being the hero. He explains that working with great people makes it possible to operationalize and sustain multiple ventures, whether it's cybersecurity consulting, property management, finance, or AI. That mindset has allowed him to keep building while also creating room for family, travel, and a leadership style that empowers others to step up. Tune in to this episode of the Smart Business Revolution Podcast as John Corcoran interviews Derek Kalles, CEO of Kalles Group, about building businesses for adventure. Derek talks about launching multiple ventures, navigating AI and cybersecurity risks, and living in Spain with his family. Derek also shares advice on balancing founder instincts with leadership-led growth.

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