Leadership, AI & Project Success with Benjamin Rebeske | #LeadWithLegacy | Episode 26 episode artwork

EPISODE · Jun 18, 2026 · 49 MIN

Leadership, AI & Project Success with Benjamin Rebeske | #LeadWithLegacy | Episode 26

from Lead with Legacy™: An IOL Global Podcast · host Amanda C. Chambers

What causes projects to stall?According to Benjamin Rebeske, it is not usually budget, timelines, or resources.It is a lack of conviction.In Episode 26 of the Lead with Legacy™ Podcast, Amanda Chambers and K. Sloane Lott sit down with Benjamin Rebeske, CEO of Corbeau® Tech and founder of Project Success Academy®, to discuss project success, leadership, AI adoption, organizational transformation, and the future of work.Drawing from nearly three decades of experience leading large-scale technology transformations, enterprise PMOs, and nine-figure programs, Ben shares practical insights on why projects fail, how leaders can create conviction within teams, and why every professional needs to begin developing AI skills now.In this episode, we discuss:• Why projects fail despite having talented teams• The role conviction plays in project success• Leadership through influence and servant leadership• The importance of allowing teams to learn and fail safely• AI adoption and the future workforce• Building organizational trust and transparency• The story behind the Crow's Nest platform• Leadership lessons from Mr. Rogers• Developing people through technology and innovation• Creating a culture of project successThis conversation is packed with practical leadership insights for project managers, executives, business owners, and professionals navigating today's rapidly changing workplace.🔔 Subscribe for leadership insights, honest conversations, and practical wisdom you can apply immediately.🌐 Learn more about IOL Global:https://iolglobal.comSupport the Lead with Legacy™ Podcast:https://www.buzzsprout.com/2600300/supportContact our team to book a time to be on the Lead with Legacy™ Podcast:https://iolglobal.com/podcastConnect with Benjamin Rebeske:LinkedIn:https://www.linkedin.com/in/benjaminrebeske/Corbeau LinkedIn:https://www.linkedin.com/company/corbeautech/Corbeau Website:https://corbeautech.com/Corbeau YouTube:https://www.youtube.com/@CorbeauTechProject Success Academy Website:https://projectsuccessacademy.com/Project Success Academy YouTube:https://www.youtube.com/@ProjectSuccess_Academy#LeadWithLegacy #IOLGlobal #ServeGod #ServePeople #FaithBasedLeadership #ChristianLeadership #LeadershipDevelopment #LegacyLeadership #KingdomLeadership #ServantLeadership #LeadershipPodcast #AmandaChambers #PublicServiceLeadership #LeadershipWithPurposeSupport the showLead with Legacy™ is the official podcast of IOL Global, where we explore leadership that outlives titles, roles, and careers.If you found value in this episode, be sure to follow, like, and subscribe on your favorite podcast platform, and share it with others who are committed to principled leadership.Discover more leadership resources, podcast episodes, and learning opportunities at IOLGlobal.com.Interested in being a guest on Lead with Legacy™? Learn more and apply at IOLGlobal.com/podcast.

What causes projects to stall? According to Benjamin Rebeske, it is not usually budget, timelines, or resources. It is a lack of conviction. In Episode 26 of the Lead with Legacy™ Podcast, Amanda Chambers and K. Sloane Lott sit down with Benjamin Rebeske, CEO of Corbeau® Tech and founder of Project Success Academy®, to discuss project success, leadership, AI adoption, organizational transformation, and the future of work. Drawing from nearly three decades of experience leading large-scale ...

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Leadership, AI & Project Success with Benjamin Rebeske | #LeadWithLegacy | Episode 26

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This episode was published on June 18, 2026.

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What causes projects to stall?According to Benjamin Rebeske, it is not usually budget, timelines, or resources.It is a lack of conviction.In Episode 26 of the Lead with Legacy™ Podcast, Amanda Chambers and K. Sloane Lott sit down with Benjamin...

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