Bad News Fast: Building an Insurgent Culture as a First-Time CEO | Episode 28 with Rob Lawrence

What does insurgent leadership really look like when the responsibility sits squarely in the CEO seat? In this episode of The Insurgent Mindset, Rob Lawrence, CEO of Otelier, breaks down the realities of leading through disruption in a laggard industry facing rapid technological change. The conversation explores how hospitality technology is evolving, why SaaS is undergoing a long-overdue reckoning, and how AI is fundamentally reshaping productivity, organizational structure, and competitive advantage. Along the way, Rob shares candid reflections on the loneliness of the CEO role, the importance of moving faster on hard decisions, and how cultures of accountability, recognition, and learning create real leverage in uncertain markets. This episode is a grounded look at challenger leadership, AI strategy, and what it takes to build momentum when markets are choppy and expectations are rising. --Hosted by seasoned strategy consultants Matt Tice and Rondo Moses, with a combined 50 years of experience, this podcast will challenge you to transcend the status quo and reshape how you think about and approach competing in the business marketplace.  Learn more at www.insurgencegroup.com.  Subscribe to “The Insurgent Mindset” on Apple Podcasts, Spotify Podcasts or Youtube, and visit us as www.insurgencegroup.com to learn more.  Have questions or topics you’d like us to cover in a future episode? Email us at [email protected]. This podcast is hosted by Matt Tice & Rondo MosesProduced by Faith MoavenzadehOriginal Music by Caius Tice