LeaderbookAI

WRKdefined Podcast Network

LeaderbookAI is where leadership meets AI execution. Join Felicia Shakiba for candid conversations with CEOs, executives, investors, and operators making high-stakes decisions in real time. From enduring leadership principles and decision frameworks to practical AI strategies that drive measurable results, this podcast delivers the clarity leaders need to move faster — and create real value.

  1. 3d ago

    Crisis Leadership, AI, & Team Trust

    ControlUp CEO Jed Ayres and Chief Product Officer Gadi Feldman share the decision to bring 400 employees to Dubai while the company was operating through war and crisis—and what happened to morale, trust, and connection afterward. IN THIS CONVERSATION • How leaders make decisions during war and crisis • Why 400 employees were brought together in Dubai • What changed when distributed teams met in person • How flatter organizations affect trust and accountability • Where AI can improve employee experience and support • How AI may reshape jobs, roles, and organizational structure CHAPTERS 00:00 Introduction to Jed Ayres and Gadi Feldman 08:33 Leading during war and crisis 11:03 The decision to fly 400 employees to Dubai 12:57 Unifying dispersed teams across countries 15:07 Building trust through physical presence and culture 17:05 Moving from hierarchical to flat organizations 19:00 Balancing support and overstepping as a leader 20:10 Listening strategies in leadership 22:27 One-on-one leadership and employee growth 24:14 Debate and innovation in Israeli culture 25:56 The future of flat, empowered organizations 28:47 Using data to improve employee experience 33:01 AI in IT support and automation 36:10 Preparing for the future of work with AI ABOUT THE GUESTS Jed Ayres is CEO of ControlUp. Gadi Feldman is Chief Product Officer of ControlUp. Explore more episodes: https://leaderbook.ai/podcast Learn more about LeaderbookAI: https://leaderbook.ai/

    Crisis Leadership, AI, & Team Trust
  2. Mar 31

    Trust, Crisis & Why Elon Left Money on the Table

    Spencer Penn evacuated his engineer from Ukraine the day before Russia invaded. What he did next — and why it worked — reveals more about leadership trust than most books on the subject. Penn is CEO and co-founder of LightSource, a procurement AI company that grew from two people in a garage to 64 employees. In this episode, he traces the company's origin to a $30 billion problem he watched firsthand at Tesla — car parts sourced via spreadsheets and email — and the moment he hired a Ukrainian developer off GitHub who would later need to get out of the country overnight. Penn and Felicia Shakiba debate whether Elon Musk could have been even more successful with a different leadership approach, what separates mature from immature leadership mindsets, and a reframe on strengths that most leaders get completely backwards: the capability that comes easiest to you is almost certainly your highest ROI — and most people are blind to it. Chapters: 00:00 The Genesis of LightSource 04:35 Finding the First Believers 14:45 Building Trust Through Adversity 19:15 The Gift of Opportunity 21:54 Balancing Leadership Decisions 24:15 The Importance of Values in Leadership 25:58 New vs. Experienced Leaders 29:15 The Complexity of Leadership Traits 31:55 The Impact of Leadership Style 36:30 Strengths vs. Weaknesses in Leadership Subscribe to the LeaderbookAI Podcast for conversations with leaders shaping the future of work, leadership, and AI. Subscribe to the LeaderbookAI Brief: https://leaderbookai.substack.com/ 🎧 Listen to the podcast: https://leaderbook.ai/podcast We create high-performing powerhouses. Let's talk: https://leaderbook.ai/contact Connect with Felicia on LinkedIn: https://www.linkedin.com/in/feliciashakiba

    Trust, Crisis & Why Elon Left Money on the Table
4.6
out of 5
15 Ratings

About

LeaderbookAI is where leadership meets AI execution. Join Felicia Shakiba for candid conversations with CEOs, executives, investors, and operators making high-stakes decisions in real time. From enduring leadership principles and decision frameworks to practical AI strategies that drive measurable results, this podcast delivers the clarity leaders need to move faster — and create real value.