Executive Success with Lesley Everett (audio)

Success at the executive level isn’t accidental — it’s built through clarity, discipline, and the mindset of a true leader. Executive Success with Lesley Everett is a show designed for CEOs, executives, and entrepreneurs at every stage who want to understand what it really takes to stand out and lead with excellence. From senior executives to rising junior leaders, the show opens the door to the habits, strategies, and personal insights that drive exceptional performance. Hosted by Lesley Everett, global executive coach, leadership expert, and creator of the internationally recognized Walking TALL® methodology, each episode uncovers the principles that shape extraordinary leaders: • the mindset and behavior that define exceptional executive presence, • the entrepreneurial skills needed to build and sustain success, • and the lessons learned directly from top leaders who have walked the path. Executive Success brings you real leaders, real stories, and real-world tools, giving you the clarity and edge to elevate your leadership. A show for those who strive not just to lead — but to excel.

Episodes

  1. Executive Success (Aired 01-29-26) Unconventional Beginnings: How Penny Philpot Built Executive Influence Through Empathy

    JAN 29

    Executive Success (Aired 01-29-26) Unconventional Beginnings: How Penny Philpot Built Executive Influence Through Empathy

    In this powerful episode of Executive Success, host Lesley Everett welcomes global IT leader Penny Philpot to explore how early, unconventional experiences can shape exceptional executive leadership. From teaching kayaking as a teenager to leading multi billion dollar partner ecosystems at companies like Oracle, Microsoft, Cisco, Palo Alto Networks, and Red Hat, Penny shares how responsibility, empathy, and trust became the foundation of her leadership style long before she entered the corporate world. This episode highlights the importance of emotional intelligence, stakeholder management, and inclusive leadership in today’s complex business environments. Chapters (00:00:00) - The Formative Experiences That Shape Elite Leaders(00:01:53) - What did those early experiences teach you about leadership?(00:04:57) - Treating People How You Want to Be Treated(00:07:04) - The Challenges of Leading a Global Team(00:11:04) - Up as a Leader: When Leadership Requires Persistence(00:13:18) - Executive Success(00:14:08) - Gaining buy-in early in your career(00:18:15) - What surprised you most about leading in multicultural environments?(00:20:38) - How to Build Trust and Confidence in the New Leader(00:22:54) - How Do Leaders Balance Confidence and Humility?(00:24:31) - Penny Philpot on Executive Success(00:26:11) - Developing Your Executive Edge(00:26:52) - Penny on Bad Managers(00:28:58) - Leadership Missteps(00:31:56) - On the Respect for the Team(00:35:07) - Leaders: Emotional Intelligence(00:39:16) - Executive Success(00:40:05) - Executive Success: Taking a Step Back(00:41:30) - The Search for a Culture That Fits(00:43:01) - How do you get the right role(00:45:39) - Your ability to present in your career(00:49:22) - 3 Key Leadership Principles(00:50:42) - Penny Philpot on Her Personal Brand(00:51:26) - Penny's Executive Success Story

    52 min
  2. Executive Success (Aired 01-22-26) Leading Beyond Numbers: How Kevin Kelly & Divya Gill Build Trust, Culture, and Executive Impact

    JAN 22

    Executive Success (Aired 01-22-26) Leading Beyond Numbers: How Kevin Kelly & Divya Gill Build Trust, Culture, and Executive Impact

    In this dynamic episode of Executive Success, host Lesley Everett is joined by Kevin Kelly, General Manager of the Resort at Pelican Hill, and Divya Gill, Founder of Gill Tax Group, to explore what authentic leadership looks like across industries from luxury hospitality to finance and business strategy. Together, they discuss the evolution from managing tasks to leading people, highlighting how trust, emotional intelligence, and clarity of vision shape high-performing cultures. Kevin shares insights from his decades with iconic brands like Ritz-Carlton and St.  Chapters (00:00:08) - Executive Success: Luxury Hotel Executives(00:00:39) - Leading with a purpose(00:01:56) - In the Elevator of True Leadership(00:03:43) - How Working For Luxury Brands Has Changed My Leadership Style(00:05:06) - The Importance of Leadership in Luxury(00:08:52) - St. Regis Estates' Vision and Motivation(00:11:56) - Executive Success(00:13:28) - How to Balance Perfect Execution and Empathy in 5-Star Hospital(00:14:48) - Have We Needed More Empathy in the Workplace?(00:15:49) - The Challenge of Leading When Things Don't Go As Planned(00:18:01) - The Importance of Authenticity in Luxury(00:19:07) - How do you teach people to be authentic at your resort?(00:20:01) - Does the Pulse Survey help you improve the workplace?(00:21:50) - Does Emotional Intelligence Play an Important Role in Leading Teams?(00:24:33) - Executive Success(00:25:48) - The Culture of Luxury Hospitality(00:27:42) - Luxury Hospitality: Emotional Intelligence(00:29:51) - Marriott's Culture of Leadership(00:32:00) - The Luxury Hotel's Leadership Recruitment(00:34:46) - Have you checked the leadership of your team?(00:36:03) - Kevin Kelly on His Leadership Legacy(00:37:37) - Kevin McHale on Executive Success(00:38:23) - Executive Success(00:39:12) - Celebrating Leadership: Divya Gill(00:40:36) - 5 Rules for Leading With Consistency and Confidence(00:45:59) - Corporate Leadership: Clarity and Kindness(00:47:30) - Have You Reached Your Potential Under Guidance?(00:49:08) - Divya Patel on Executive Success

    52 min
  3. Executive Success (Aired 01-15-26) Beyond Expertise: How Sean Weafer Redefines Executive Success Through Trust, Influence, and Relationships

    JAN 15

    Executive Success (Aired 01-15-26) Beyond Expertise: How Sean Weafer Redefines Executive Success Through Trust, Influence, and Relationships

    In this new episode of Executive Success, host Lesley Everett sits down with globally respected leadership and business development coach Sean Weafer to challenge traditional definitions of what it means to succeed at the executive level. As organizations evolve and expertise alone is no longer enough, this conversation explores why trust, influence, and relationships have become the true currency of leadership. Sean Weafer shares insights from his work across finance, legal, SaaS, and consulting sectors, supporting global organizations such as EY, DLA Piper, and Dell Technologies. Chapters (00:00:00) - Executive Success(00:01:43) - The Relationship-Driven Executive Success(00:03:14) - How to become a trusted advisor or leader?(00:05:17) - The Need for More Human Skill Sets(00:07:29) - Have you got an example of a leader who's been overlooked for(00:10:02) - Questions and Answers in the Leadership(00:11:27) - How Does Trust Accelerate Decision Making?(00:13:18) - Return to Executive Success(00:14:08) - The Secret to Executive Success(00:16:05) - What does genuine executive presence look like in a hybrid and global environment(00:20:38) - What are the major pitfalls of leaders?(00:22:17) - How Can Leaders Communicate Authority Without Dominance?(00:23:31) - How to Build Trust and Engagement(00:25:03) - Seeking Executive Success(00:26:20) - What Human Core Skills Should Leaders Focus on?(00:28:29) - What Does Real Accountability Look Like for Leaders?(00:33:51) - How Do Emotional Intelligence and Influence Intersect?(00:35:02) - Empathy in the Life of Leaders(00:38:19) - Executive Success(00:39:59) - The Highly Trusted Advisor(00:42:30) - The Importance of Balance in Leadership(00:44:02) - Exploring Resilience in the Executive World(00:45:27) - What do leaders need to let go of when it comes to resilience(00:46:35) - The Place of Mistakes in Leadership(00:48:30) - Soft Skills in the Fourth Generation(00:49:30) - The Highly-Trustful Advisor

    52 min
  4. Executive Success (Aired 01-08-26) The Restless Executive: How Jo Meadwell Helps Leaders Reconnect With Values, Purpose, and Authentic Leadership

    JAN 8

    Executive Success (Aired 01-08-26) The Restless Executive: How Jo Meadwell Helps Leaders Reconnect With Values, Purpose, and Authentic Leadership

    In this insightful episode of Executive Success, host Lesley Everett welcomes leadership coach, author, and former TEDx speaker Jo Meadwell for a deeply reflective conversation about restlessness, values, and what it truly means to lead with alignment. With more than 30 years of experience coaching CEOs, founders, and senior leaders across the globe, Joe shares how internal restlessness is often the first signal that leadership transformation is needed. Jo explains why many high-achieving executives reach external success while feeling disconnected internally and how ignoring that signal can lead to burnout, misalignment, and cultural breakdowns within organizations. Chapters (00:00:08) - Executive Success(00:01:28) - The Signs of Restlessness in Leaders(00:03:27) - Leadership: From Ambition to Meaning(00:06:40) - Being a Coach: The restless executive(00:08:03) - The Need to Step Off the autopilot(00:09:57) - The Authentic Self(00:11:53) - Executive Success(00:13:07) - Executive Success(00:13:59) - Executive Success: Values and How to Lead(00:15:55) - Relationships between Values and Trust(00:17:29) - What do you think happens when leaders move away from their values?(00:19:21) - How to Get Back on Track with Your Team(00:21:12) - Joe Simpson on Values alignment(00:24:53) - What's Rewilding Leadership?(00:27:23) - How to Become More Visionary: Leaving the Past Behind(00:34:12) - Rewilding Leadership: The Future of Leadership(00:36:17) - Wonders of Leadership(00:39:23) - What is the one mindset shift that will define successful leaders in the(00:41:15) - How to Make Time for Your Business(00:42:03) - How can leaders bring more consciousness and depth into the organization?(00:44:16) - A Moment of Rewilding with Jo Simpson

    46 min
  5. Executive Success (Aired 12-04-2025): Leadership, Discipline & High-Impact Strategies for Modern Executives with Mark Rockliffe

    12/05/2025

    Executive Success (Aired 12-04-2025): Leadership, Discipline & High-Impact Strategies for Modern Executives with Mark Rockliffe

    In this episode of Executive Success (12-04-2025), host Lesley Everett sits down with Mark Rockliffe, CEO of Pembroke Financial Services, to explore the leadership choices, habits, and defining moments that shape extraordinary executives. Drawing on his experience across SEI, Bank of Montreal, Zurich Group, and his own consultancy, Mark reflects on how early regulatory challenges reshaped his view of leadership—from focusing purely on numbers to prioritizing people, behaviors, and trust. The conversation dives into practical leadership lessons, including empowering teams during uncertainty, building confidence through culture, and surrounding yourself with diverse talent rather than like-minded thinkers. Mark shares why true performance comes from investing in people, creating environments where individuals can grow beyond their comfort zones, and leading with humility rather than ego. The episode also explores how client-centric values, accountability, and long-term thinking drive sustainable success in highly technical industries. Whether you’re an executive, entrepreneur, or professional stepping into leadership, this episode delivers grounded insights on building resilient teams, shaping culture with intention, and leading through change without burning out. Tune in for real-world perspectives on trust, empowerment, and the mindset required to lead effectively in today’s evolving business landscape. Chapters (00:00:00) - Executive Success: The Choices Made by Superstars(00:00:36) - When Did Leadership Become More About People and Behavior?(00:03:01) - What originally drew you to Pembroke?(00:07:06) - What Do Leaders Need To Know to Lead?(00:08:48) - Executive Success(00:09:48) - The Heart of Leadership in Financial Services(00:10:43) - How to Balance Trust, Performance, Regulation and Innovation(00:11:24) - The culture of the financial services industry(00:14:06) - How to create a culture of accountability and growth(00:17:34) - Have You Ever Question Your Values?(00:19:59) - Mark Flannery(00:20:57) - Executive Success(00:21:56) - Pembroke Brand: Reputation and Authenticity(00:28:11) - Have Authenticity Strengthen the Trust with Clients?(00:30:26) - What is Authenticity and Credibility in Leadership?(00:33:24) - Executive Success(00:34:13) - Executive Success(00:34:53) - Staying Connected as a CEO(00:40:05) - Have You Been Tested in Your Resilience?(00:41:59) - Pembroke Advice's legacy(00:43:39) - The Future of Technology in Financial Advice

    45 min

About

Success at the executive level isn’t accidental — it’s built through clarity, discipline, and the mindset of a true leader. Executive Success with Lesley Everett is a show designed for CEOs, executives, and entrepreneurs at every stage who want to understand what it really takes to stand out and lead with excellence. From senior executives to rising junior leaders, the show opens the door to the habits, strategies, and personal insights that drive exceptional performance. Hosted by Lesley Everett, global executive coach, leadership expert, and creator of the internationally recognized Walking TALL® methodology, each episode uncovers the principles that shape extraordinary leaders: • the mindset and behavior that define exceptional executive presence, • the entrepreneurial skills needed to build and sustain success, • and the lessons learned directly from top leaders who have walked the path. Executive Success brings you real leaders, real stories, and real-world tools, giving you the clarity and edge to elevate your leadership. A show for those who strive not just to lead — but to excel.

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