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LeaderbookAI
LeaderbookAI
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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.
101 Episodes
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What’s the biggest mistake revenue leaders make with AI?
Companies everywhere are racing to automate sales—research, outreach, forecasting, and pipeline management. But according to JD Miller, many organizations are about to make a critical mistake: automating processes that were already broken.
JD Miller, CRO Operating Partner in Residence at Rothschild & Co. / Five Arrows Capital, shares how private equity-backed companies should approach AI in sales, why trust and human connection still drive revenue, and how leaders can experiment with AI without increasing risk.
His conclusion: AI should make sellers more human—not replace them.
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Chapters
00:00 The Role of AI in Sales Transformation
08:26 Measuring AI’s Impact on Revenue
13:23 Real-World Applications of AI
21:18 Leadership’s Role in AI Adoption
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Subscribe to the LeaderbookAI Podcast: https://leaderbook.ai/podcast
We create high-performing power houses. Let’s talk: https://leaderbook.ai/contact
Can AI learn love—or at least empathy?
Cory Lopes-Warfield, CEO of Lovings, shares his unconventional founder journey from homelessness and hospitality to building Lovings AI. We discuss Nova, an AI agent trained to respond from a “love” framework, and what empathetic AI really means in practice.
Cory explains the real risks of AI, how agents are reshaping entrepreneurship, and why the future may belong to leaders who combine human judgment with intelligent machines.
Chapters
00:00 Introduction and Personal Background
00:46 The Journey from Homelessness to Entrepreneurship
07:29 Transitioning to Tech and Learning to Code
12:45 The Concept of Empathetic AI
17:49 The Development of Nova and Its Unique Features
26:21 Growth Strategies and Future Vision
28:44 The Philosophy of Love in AI
Subscribe to the LeaderbookAI Podcast: https://leaderbook.ai/podcast
We create high-performing power houses. Let’s talk: https://leaderbook.ai/contact
How do leaders turn a struggling organization into a winning culture?
Tom Braun, President & COO of the LA Galaxy, shares the leadership decisions behind rebuilding one of MLS’s most iconic clubs. He explains how trust, authenticity, and small operational wins helped restore momentum with players, staff, and fans.
This episode explores what sports leadership can teach CEOs about culture, alignment, and driving performance under pressure.
Chapters
00:00 From Investment Banking to Sports Leadership
06:59 Authenticity in Leadership
10:47 Rebuilding Momentum and Fan Experience
18:16 Building Trust and Community Engagement
20:27 Investing in Youth Development
25:13 Creating a Memorable Fan Experience
28:14 LeaderbookAI_Outro.mp4
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Subscribe to the LeaderbookAI Podcast: https://leaderbook.ai/podcast
We create high-performing power houses. Let’s talk: https://leaderbook.ai/contact
What does real alignment look like—when leadership, strategy, and execution finally match?
In this bonus episode, Felicia Shakiba shares an important update: CPO PLAYBOOK is becoming LeaderbookAI. This isn’t just a podcast name change—it reflects the evolution of the entire business.
Episode 95 explored the cost of misalignment inside organizations. Here, we practice what we preach.
LeaderbookAI represents the expanded work behind the show today: AI-enabled transformation, value creation planning for private equity and investors, world-class executive coaching, M&A integration, compensation and organizational design, and leadership development directly tied to business outcomes.
Felicia also thanks the listeners who’ve helped build this show into the top 6% of podcasts worldwide, as it approaches 100 episodes and prepares for Season 5.
Same conversations. Same rigor.
A name that finally matches the impact.
Welcome to LeaderbookAI.
What if your growth problem isn’t your product, pricing, or team—but misalignment?
We’re joined by Dr. Philippe Bouissou—Apple alum, bestselling author of Aligning the Dots, and the mind behind the A4 Precision Alignment™ methodology that’s fueling faster, more sustainable revenue growth for companies around the world.
With a PhD in chaos theory and a resume that includes scaling Apple’s eCommerce from zero to $350M under Steve Jobs, Philippe has spent 30+ years advising CEOs, investing $44M in startups, and sitting on 23 boards. He’s the founder of Blue Dots Partners, where he and a team of elite CEOs decode growth through alignment.
Chapters
00:00 The Pressure of Growth: Understanding Misalignment
03:01 The Core of Growth: Alignment with Target Market
06:01 Dimensions of Alignment: Addressing Customer Pain
09:01 Perception vs. Messaging: The Communication Gap
12:02 Frictionless Transactions: The Buying Process
14:59 Delivering Delight: The Customer Experience
17:50 Diagnosing Misalignment: The CEO's Challenge
20:55 The Importance of Internal Alignment
23:51 First Steps to Realignment: A Practical Approach
26:59 Understanding Market Truth: The Customer's Perspective
29:55 Final Thoughts: Simplifying Growth Strategiesbles frictionless transactions and sustainable growth at scale.
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast.
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
What do you do when the world changes faster than your workforce can adapt?
Carlee Wolfe, AVP, Leader Development and Organizational Effectiveness, Hyatt Hotels, shares how she’s helping over 125,000 employees stay ahead—by building leadership capabilities that thrive in uncertainty and unlock transformation.
Carlee reveals how Hyatt diagnoses leadership gaps, drives behavior change at scale, and develops future-ready leaders through a culture of continuous learning, curiosity, and experimentation. From AI adoption to people-first transformation, this episode is packed with strategy, humanity, and actionable insight.
Chapters
00:00 Navigating Leadership in Uncertain Times
02:00 The Impact of Sports on Leadership Development
02:58 Understanding Leadership Roles at Hyatt
03:54 Identifying Leadership Capability Challenges
08:01 AI's Role in Leadership and Organizational Change
12:02 Overcoming Barriers to AI Adoption
14:11 The Dangers of the 'All-Knowing' Leader
16:54 The Importance of Continuous Learning in AI Transformation
18:40 Learning Out Loud: A Leadership Approach
21:10 Curiosity as a Business Competency
24:45 Diagnosing Leadership Capability Gaps
28:28 Building Leadership Capabilities at Scale
32:49 Sustaining Leadership Development
37:04 First Steps for CEOs in Leadership Development
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
What does it mean to be an AI-native employee—and why will they win?
Thibault Imbert, Chief Product and Growth Officer at The Brief, joins Felicia Shakiba to break down what it truly means to work, think, and create in an AI-first world. From conversational AI to real-time prototyping with voice and visual tools, Thibault explains how AI-native employees are redefining productivity, creativity, and leadership in the modern workplace.
This episode explores how AI automation, machine learning, and generative AI are transforming day-to-day work—reshaping decision making, accelerating innovation, and enabling smarter business process automation. Leaders will learn what AI-native workflows look like in practice, why speed and experimentation now drive value creation, and how empathy and human judgment remain essential even as enterprise technology advances.
Chapters
00:00 Introduction and Setting the Stage
04:30 The Journey of AI Transformation
09:52 Mastering Conversational AI
15:52 Visual Creation and Concepting Ideas
23:10 Voice as a Creative Output
27:45 Prototyping and Building in Real Time
32:58 Innovative Tools for Research and Presentation
This episode is a masterclass in purpose-driven leadership, capital discipline, and building companies that last.
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Subscribe to the LeaderbookAI Podcast: https://leaderbook.ai/podcast
We create high-performing power houses. Let’s talk: https://leaderbook.ai/contact
What does it take to build a biotech company without burning billions—or losing your conviction?
Felicia Shakiba sits down with Dr. Shalabh Gupta, Founder & CEO of Unicycive Therapeutics, to unpack what real leadership discipline looks like in one of the most capital-intensive industries in the world. A physician turned Wall Street analyst, Dr. Gupta shares how he raised over $150M in public markets, took a biotech company public with a single employee, and scaled to FDA submission readiness with just 22 people—without relying on traditional Silicon Valley venture capital.
This episode explores how leadership clarity, rigorous decision making, and focused C-suite strategy drive value creation under extreme constraints. Dr. Gupta explains why great CEOs start with the problem—not the product—and how disciplined execution, process rigor, and business process automation enable scale without excess. Leaders across industries will gain executive insights into credibility, trust, and navigating digital transformation in highly regulated environments.
Chapters
00:00 Introduction to Unisysive Therapeutics
04:27 Innovative Approach to Biotech
07:55 Understanding the Biotech Landscape
10:39 Transition from Medicine to Wall Street
14:08 Lessons from Genentech
19:46 Building a Company Alone
22:47 The Importance of Networking
27:00 Engaging with the FDA
30:57 Raising Capital in Biotech
41:58 Navigating Investor Relationships
This episode is a masterclass in purpose-driven leadership, capital discipline, and building companies that last.
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
Can financial education turn athletes into powerful investors?
Danny Cortenraede joins Felicia Shakiba to share how he’s helping athletes and early-stage founders build long-term wealth through financial education, mentorship, and hands-on investing. Drawing from his experience scaling multiple companies, Danny explains how athletes can move beyond endorsements and develop the leadership mindset required to make smarter investment decisions and shape their legacy off the field.
This episode explores how leadership development, disciplined decision making, and clear C-suite strategy translate into sustainable value creation. From transitioning into equity ownership to understanding capital strategy and ecosystem building, the conversation highlights how business process automation, enterprise technology, and modern digital transformation support scalable investing and founder success.
Chapters
00:00 Introduction to Danny Cortenraede
01:16 Danny's Entrepreneurial Journey
04:28 Transitioning to Investment and Education
10:00 The Importance of Financial Literacy for Athletes
19:36 Building the Athlete Council and Educational Initiatives
26:51 Success Stories and Impact of Education
31:33 Changing Perspectives on Investment Among Athletes
34:14 Mindset for Lasting Legacy
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
How do you take a healthcare innovation from lab to market—without losing your shot at impact?
Sasha Schrode, CEO of FEMSelect, joins Felicia Shakiba to share her founder journey—from licensing IP out of the University of Pennsylvania to raising venture capital, securing FDA approval, and successfully exiting her first healthcare company. Now leading FEMSelect, Sasha breaks down what it really takes to move innovation through regulation, reimbursement, and clinical validation without losing momentum—or purpose.
This episode explores how leadership discipline, investor-level decision making, and clear C-suite strategy drive value creation in one of the most complex industries. Sasha explains why great CEOs fall in love with the problem—not the solution—and how business process automation, enterprise technology, and digital transformation support scalable execution in healthcare. Her personal cancer diagnosis adds a powerful lens on resilience, learning, and purpose-driven leadership.
Chapters
00:00 The Journey from Diagnosis to Innovation
13:18 Understanding Market Viability and Clinical Need
22:43 The Iteration Process in Med Tech
24:20 Insights on Raising Capital and Exiting
27:24 Common Mistakes in Commercialization
32:00 First Steps for Aspiring Innovators
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
What happens when you bet on people instead of acquisitions?
Pia Ostos, EVP and Chief Performance Officer at Inmar Intelligence, joins Felicia Shakiba to share how prioritizing leadership development—rather than acquisitions—became a powerful engine for growth. Pia explains how embedding clear leadership standards into performance reviews transformed leadership from a “soft” capability into a measurable driver of business outcomes.
This episode explores how leadership accountability, disciplined decision making, and intentional C-suite strategy unlock sustainable value creation. Pia breaks down how leadership investment reshapes culture from the top down, and how business process automation, enterprise technology, and digital transformation enable scalable performance systems. Leaders will walk away with executive insights on turning leadership, culture, and performance into a durable competitive advantage.
Chapters:
00:00 Transforming Leadership into a Growth Engine
06:31 Establishing Centers of Excellence
16:08 Innovating for Sustainable Growth
24:18 Building a Culture of Experimentation
26:02 Setting Core Leadership Standards
30:40 Measuring and Rewarding Leadership Behaviors
35:06 Leadership Development as a Growth Strategy
39:26 Advice for Building a High-Performing Culture
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
How do you share equity to truly motivate employees—especially in private equity environments?
Adam Coffey, private equity CEO and seasoned operator, joins Felicia Shakiba to unpack how incentive equity—not just stock options or bonuses—can transform employees into real value creators. Drawing on decades of experience leading companies through acquisitions, integrations, and exits, Adam explains why equity alignment is one of the most powerful leadership tools in high-stakes environments.
This episode explores how leadership clarity, disciplined decision making, and intentional C-suite strategy drive value creation through ownership mindset. Adam breaks down how to design incentive equity plans that actually motivate, where leaders often get it wrong, and how culture, transparency, and communication remain critical—alongside scalable business process automation and enterprise technology—to sustain engagement during digital transformation and private equity change.
Chapters:
00:00 The Challenge of Alignment in Private Equity
11:24 Cultural Missteps and Leadership Alignment
18:52 Incentivizing Employees for Success
25:49 Navigating Challenges and Maintaining Alignment
31:28 The Role of Communication in Leadership
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
Can culture survive when 10 companies collide under one roof—and what does leadership have to do with it?
Tim Ringel, CEO and founder of Meet the People, joins Felicia Shakiba to share how trust, creativity, and authentic leadership helped unite 10 companies into one cohesive organization. Drawing on real-world M&A experience, Tim explains why cultural integration—not financial modeling—is often the hardest and most decisive factor in post-merger success.
This episode explores how leadership behaviors, disciplined decision making, and clear C-suite strategy turn culture into a competitive advantage during mergers and acquisitions. Tim breaks down how creative freedom, diversity, and psychological safety fuel innovation—even amid economic pressure—and how leaders can sustain authenticity through uncertainty. The conversation highlights how intentional leadership systems, supported by business process automation and digital transformation, enable long-term value creation after the deal closes.
Chapters
00:00 Navigating Cultural Clashes in Business
11:47 The Journey of Scaling Agencies
16:36 Merging Cultures vs. Numbers
24:25 Fostering Creativity in a Digital Age
36:19 The Importance of Authenticity and Trust
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
How do you turn science fiction into science fact—and convince the world to fund it?
Roman Axelrod, founder and CEO of Xpanceo, joins Felicia Shakiba to share the bold vision behind raising nearly $300M to build smart contact lenses designed to expand human capability. Operating at the frontier of deep tech, Roman opens up about what it really takes to move breakthrough ideas from prototype to reality—and why leadership clarity becomes non-negotiable when the stakes are this high.
This episode explores how leadership conviction, disciplined decision making, and clear C-suite strategy drive value creation in frontier innovation. Roman explains why storytelling matters in raising capital for moonshot ideas, why prototypes outperform PowerPoints in deep tech, and how creativity and rigor must coexist. The conversation highlights how enterprise technology, digital transformation, and business process automation support scale—while trust, communication, and strong co-founder dynamics sustain momentum under pressure.
Chapters
00:00 The Vision Behind Expanio
10:16 Challenges and Reactions to the Idea
14:14 Building a Deep Tech Company
17:22 Motivating a High-Stakes Team
21:47 The Importance of Prototypes
23:58 Recruiting Top Talent in Deep Tech
27:35 The Co-Founder Dynamic
31:14 Communication and Leadership in High-Stakes Environments
34:42 Cultivating Creativity and Vision
39:49 Looking Ahead: The Future of Expanio
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
Felicia Shakiba looks back at how far the podcast has come—and sets the stage for an even bolder season ahead. In this special episode, she teases the power-packed stories coming in Season 4, spotlights what leadership really means today, and unveils new tools designed to help leaders rise, adapt, and thrive.
What does it take to lead transformation when everything—including identity—must change?
Yaky Yanay, CEO of Pluri, joins Felicia Shakiba for a powerful Season 3 finale conversation on leading transformation through trust, transparency, and bold vision. Yaky shares how he redefined Pluri’s identity—from a traditional pharma company to a cell-based technology innovator—while building a culture that puts people, purpose, and innovation at the center of change.
This episode explores how leadership courage, disciplined decision making, and clear C-suite strategy enable successful transformation in high-stakes environments. Yaky explains why trust and transparency are not soft ideals but critical drivers of value creation—and how aligning culture, communication, and execution allows organizations to scale innovation. The conversation highlights how digital transformation, enterprise technology, and thoughtful business process automation support reinvention without losing the human core.
Chapters
00:00 The Importance of Culture in Leadership
12:11 Navigating Organizational Transformation
17:53 Overcoming Resistance to Change
26:47 Building Trust Through Transparency
31:05 Expanding Vision Without Losing Focus
36:45 Advice for Leaders in Times of Change
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
What does real product leadership look like in the age of generative AI?
Felicia Shakiba is joined by Claurelle Rakipovic, Chief Product Officer at Pipe, to cut through the hype and unpack what effective product leadership actually requires as generative AI reshapes how products are built. From customer empathy to avoiding common AI missteps, Claurelle shares hard-earned lessons on designing products that deliver real value—not just novelty.
This episode explores how leadership judgment, disciplined decision making, and clear C-suite strategy guide successful product development amid rapid digital transformation. Claurelle explains why understanding customer pain remains essential, how AI automation and business process automation should support—not replace—product fundamentals, and what it takes to build technology that can truly hold its ground in competitive markets.
Chapters
00:00 Building Defensible Products in the Age of AI
01:50 Understanding Defensibility Beyond Automation
04:30 Learning from AI Missteps
09:26 Internal Testing and AI Adoption
14:39 New Competencies for Product Leaders
19:47 The Importance of Unique Data
23:49 Empathy in AI Product Development
27:39 Auditing AI for Value Delivery
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
In private equity and high-stakes M&A, why does leadership matter more than the numbers?
Cameron Bishop, Partner and Managing Director at Raincatcher Investment Bankers, joins Felicia Shakiba to unpack why financials are only half the story in mergers and acquisitions—and why leadership quality is often the true differentiator of deal success. Cameron explains where traditional due diligence falls short and how assessing leaders before the deal closes can protect value and accelerate integration.
This episode explores how leadership judgment, disciplined decision making, and clear C-suite strategy shape outcomes in private equity transactions. Cameron shares how investors can evaluate leadership capability, cultural fit, and execution readiness—and why aligning people strategy early enables smoother integration, stronger performance, and long-term value creation. The conversation highlights how business process automation and digital transformation support better diligence and post-merger execution.
Chapters
00:00 The Importance of People in M&A Success
02:48 Cultural Missteps in Private Equity Acquisitions
05:44 Aligning Leadership Post-Acquisition
08:15 The Role of Communication in Corporate Culture
11:04 Integrating Multiple Cultures
13:37 Data-Driven Decision Making in M&A
16:06 Incentivizing Employees for Success
18:54 Identifying and Nurturing Talent
21:43 Achieving Alignment in Leadership
24:44 The Continuous Journey of Alignment
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
What really happens when AI transforms work—and how should leaders respond?
Matt Lewis joins Felicia Shakiba to unpack the human reality behind AI transformation inside organizations. Beyond efficiency gains and automation promises, Matt shares what happens when employees fear job loss, wrestle with identity, and question their value—and why leadership response determines whether transformation succeeds or stalls.
This episode explores how leadership empathy, disciplined decision making, and clear C-suite strategy reduce resistance during AI-driven change. Matt explains why emotional readiness matters as much as technical readiness, how leaders can guide teams through uncertainty with clarity, and how business process automation and AI automation must be paired with trust, communication, and purpose to unlock real value creation.
Chapters
00:00 Navigating Personal Challenges and Professional Growth
05:30 Real Stories of Emotional Fallout
11:42 Subtle Signs of Resistance
19:55 Communicating Change Effectively
27:32 Understanding Organizational Dynamics During Transformation
34:38 TransferMental: A New Approach to AI Transformation
40:24 Identity and Emotional Complexity in AI Disruption
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact
What does it really take to lead lasting change inside an organization—and why does getting it wrong cost millions?
Lyon Kassab, Managing General Partner at BoCG Ventures, joins Felicia Shakiba to break down the real mechanics of organizational change management—and why the absence of it quietly erodes value. Drawing on deep operating and investing experience, Lyon explains where transformations fail, how middle managers absorb invisible pressure, and why trust and transparency are non-negotiable during change.
This episode explores how leadership discipline, rigorous decision making, and clear C-suite strategy separate performative change from lasting transformation. Lyon shares how to measure what actually matters, align incentives, and avoid culture drift—while using business process automation and digital transformation to support execution, not overwhelm teams. Leaders will gain practical insight into turning change into sustained value creation instead of sunk cost.
Chapters
00:00 Introduction to Lyon and His Background
01:10 Leading Sustainable Transformation
05:39 The Role of Middle Management in Change
11:20 Addressing Resistance and Building Trust
14:29 Co-Creating a Shared Vision
19:20 Utilizing Metrics for Accountability
25:12 The Importance of Culture in Organizations
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Subscribe to the LeaderbookAI Podcast (formerly CPO PLAYBOOK): https://leaderbook.ai/podcast
Want to create 10x the value of your business or investments? Let’s talk: https://leaderbook.ai/contact























