Timeless Leadership-logo

Timeless Leadership

Philosophy Podcasts

Explore the timeless principles and virtues that accompany successful and admirable leaders, as Scott Monty interviews executives, authors, and entrepreneurs.

Explore the timeless principles and virtues that accompany successful and admirable leaders, as Scott Monty interviews executives, authors, and entrepreneurs.


United States


Explore the timeless principles and virtues that accompany successful and admirable leaders, as Scott Monty interviews executives, authors, and entrepreneurs.






#44 Innovators Who Changed the World

The world is a by-product of innovation. We know the names of famous innovators — people like Albert Einstein, Sir Isaac Newton, and Socrates — for every one of them, there have been thousands of anonymous innovators. But there are common themes we can find in the stories of innovators and Dr. Jim Webb takes us through some of those stories in his new book Innovators Who Changed the World: Timeless Leadership Lessons from West Point, Green Berets, Sherlock Holmes, and Wall Street. Jim...


#43 Trust and Inspire

The world has changed. Unfortunately, leadership styles haven’t changed with it. The old “Command & Control” leadership approach is no longer tenable in an era with a hybrid workforce. Stephen M.R. Covey, a noted authority on trust and inspiration, helps 21st century leaders grasp this new reality in his book Trust & Inspire: How Truly Great Leaders Unleash Greatness in Others. In our interview for Timeless Leadership, we explore this shift, looking at the three stewardships of modeling,...


#42 Lead From the Heart

We hear a lot about soft skills for leaders these days. But Mark Crowley has been beating this drum for over a decade. His 2011 book Lead From the Heart: Transformational Leadership for the 21st Century has been updated for 2022, and the timing is perfect. With so many challenges the modern leader has to face, from the pandemic to remote work and more, Mark’s book offers the perfect solution. The conversation with Mark covers the life-threatening inspiration for his work, looks at why job...


#41 The Everyday Patriot

What does patriotism have to do with leadership? Everything, it turns out. And practical philosopher Tom Morris is back to share his latest book, a timely volume that contains the secret to what we need right now. More than the rah-rah of nationalistic jingoism, patriotism at its core is about collective responsibility. And we all have a responsibility to lead in this regard. Links The Heavy Burden of AngerTimeless & TimelyThe Everyday Patriot: How to Be a Great American NowTom’s...


#40 Lead. Care. Win.

We hear more about soft skills and leadership these days. And let’s face it: these “soft” skills are actually quite hard to master. Dan Pontefract believes in the power of empathetic leadership; he led teams at TELUS, SAP and more and transformed their cultures. In this episode, Dan talks about these softer, unseen skills and how to connect them to tangible successes in the workplace. Links Lead. Care. Win.: How to Become a Leader Who MattersLeadership NowThe Pontefract...


#39 Extreme Decision Making

What would you do when you’re out of luck and your only communication is as far as you can shout? That’s what faced Antarctic explorers of the Heroic Age, and Brad Borkan has analyzed their decisions — good and bad — and identified the behaviors and skills that we can apply to everyday scenarios on the other six continents. In When Your Life Depends on It: Extreme Decision-Making Lessons from the Antarctic, we go on a storytelling journey and explore eleven situations through the eyes of...


#38 The Language of Leaders

As vice president, executive managing editor and copy chief, at Random House, Benjamin Dreyer pays attention to words. And people pay attention to Dreyer's words. More recently, they've been paying attention to Dreyer's English, a New York Times bestseller. In this episode, we explore the importance of language with respect to leadership: the connection between leadership and word choice, being mindful of what we write (and say), drawing a line from clarity to morality. We also ponder how...


#37 Can Nerds Be Leaders?

We often think of nerds as “others.” Those whom Judge Smails in Caddyshack said “don’t belong.” But we all have quirks and ultimately we all find people with whom share our passions, interests, and ideas; from there, leadership can take root. Curtis Armstrong is the perfect example of that. In his memoir Revenge of the Nerd, he takes us on a touching and hilarious journey from the Beatles to Sherlock Holmes and from acting to producing, with insights on leadership along the way. Full show...


#36 The Sale is in the Tale

The world runs on stories. From cave paintings 30,000 years ago to the epic poems of Homer to the next installment of Ozark, humans love stories that make them feel something. And John Livesay knows about moving people to make a sale. A former sales executive with Condé Nast, he had to make his company stand out from other publishers, and he knew he needed more than numbers. Now known as “The Pitch Whisperer,” John has written a story (yes, it’s actually a story) in the form of a book to...


#35 Simple Truths of Leadership

Leadership is anything but simple. For centuries, we have struggled to dissect it, understand its complexities, and capture its essence. Effective leadership is an influence process where leaders implement everyday, commonsense approaches that help people and organizations thrive. When Ken Blanchard and Randy Conley teamed up to combine the concepts of servant leadership and trust, their output was the book Simple Truths of Leadership: 52 Ways to Be a Servant Leader and Build Trust. In...


#34 Take Charge of You

When you spend time coaching and managing other people, there’s often one thing that gets left out: coaching yourself. It sounds like an oxymoron, as we’re all supposed to have mentors and managers who look out for us. But the reality is, there are plenty of ways to take the reins yourself—something with which remote workers have come to grips during the pandemic. David Novak, retired chairman and CEO of Yum! Brands, is the founder of How Leaders Lead, a digital leadership development...


#33 The Most Influential Woman

“If I were asked, now that I am drawing to the close of this work, in which I have spoken of so many important things done by the Americans, to what the singular prosperity and growing strength of that people ought mainly to be attributed, I should reply—to the superiority of their women.” — Alexis de Tocqueville, 1840 Imagine being a woman in 1822 in rural America — a mother of four, with your next child due in a month — and your husband suddenly and unexpectedly dying. What would you...


#32 A Bias Toward Action

When you're stuck in the grind or are just burned out by the endless cycles of... [gestures wildly], the easy solution is to just go with the flow. But there are times when the world requires more of us. And the bottom line is, no one is going to make decisions about our best interest except us. Adam Singer, a tech marketing leader, has changed jobs and even famously relocated from the Bay Area to Texas to achieve more balance and to make the system work for him. In this conversation, he...


#31 Well-Being

We’ve long heard about “work-life balance.” But has it been a reality for most people? In the last couple of years, burnout has become more widespread and employees are making lifestyle choices part of their job requirements. Jen Fisher, who serves as Deloitte’s Chief Well Being Officer, has done the research that links companies’ financial performances to the health and well-being of their employees. And she’s written about it in her book Work Better Together: How to Cultivate Strong...


#30 Leader by Accident

In Twelfth Night, Shakespeare wrote of greatness: “be not afraid of greatness. Some are born great, some achieve greatness, and some have greatness thrust upon ‘em. Thy Fates open their hands.” And so it is with leadership. Sometimes, fate has a way of getting us to step up. That’s exactly what happened with Jim Rafferty. A tragic crime robbed his son’s scout troop of their Scoutmaster, and Jim was selected to step up. He thought they must be mistaken, but he accepted the responsibility and...


#29 Perseverance, Grit and Values

Life isn’t always easy. Sometimes it isn’t fair. And leaders know that in those instances, what you’re made of will show your true character. David Morales is an executive, entrepreneur, and author who has found his way from poverty to success, but his true success is more than monetary. He has found it in the values he has learned and carries on: those of perseverance, grit, and faith. He talks about what drove him to write a leadership book in the style of a memoir, his new...


#28 Models of Leadership

Our first episode of Timeless Leadership in 2022 goes in the direction of philosophy and business. Plato divulged many lessons to his students, and in doing so, enumerated a handful of leadership models that are still relevant today. These models define a number of modern leaders and are fluid enough that we can find ourselves espousing the principles of more than one of them at a time. R. Edward Freeman, University Professor and Elis and Signe Olsson Professor of Business Administration...


#27 The Art of Reassembly

This episode of Timeless Leadership takes a different turn. Grief is a process that we’re likely all enduring right now, in one form or another. A good leader will understand that their employees are more than who they are at work—and will know the right questions to ask when they observe something. Peg Conway observed something in herself years after her mother died with Peg was just seven years old. Something that made her realize that she never properly grieved. In The Art of...


Bonus: Levity from Gratitude Friday

We were without a guest this week on Timeless Leadership, so we grabbed an item from the #GratitudeFriday Twitter Spaces we hosted. Each Friday, we swap stories with other participants about things for which we were grateful or that brought joy into our lives, in order to share that joy with others. This week, it was (surprisingly) an obituary for Renay Mandel Corren. Find Timeless Leadership everywhere you listen to podcasts. And please tell others about us.


#26 History, Disrupted

The latest episode of Timeless Leadership is History, Disrupted. Knowing history is essential to charting a course for the future. But history misinformation and disinformation spreads so quickly on the web that we risk losing critical data about our past that can erode the present. Jason Steinauer, author of History, Disrupted: How Social Media and the World Wide Web Have Changed the Past, and a history communicator, joins us to talk about historical literacy, media literacy, and what we...