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Artwork for Stumbling Blocks: How Great Leaders Are Made

Stumbling Blocks: How Great Leaders Are Made

Jonathan Block
Southwest Airlines
Cystic Fibrosis
Winter Storm Elliott
Leadership
Elliott Investment Management
Filotimo Foundation
Vulnerability In Leadership
Assigned Seating
Customer Reimbursement
Berkshire Hathaway
CEO Transition
Corporate Culture
Change Management
Healthcare System
Social Security Disability
United Airlines
Public Relations
Resilience
Trust
Mental Health

Here, leaders share the moments along the way that have shaped them most deeply. Their stumbling blocks.

You'll hear leaders as they really are: challenged, battered, and deeply flawed. And you'll see them picking back up, dusting themselves off, and leading again. Because if we let them, stumbling blocks make us better.

Welcome to Stumbling Blocks: How Great Leaders are Made.

I’m your host, Jo... more

PublishesWeeklyEpisodes23Founded7 months ago
Number of ListenersCategories
ManagementBusiness

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Artwork for Stumbling Blocks: How Great Leaders Are Made

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Recent Guests

Brent Beshore
CEO of Permanent Equity, a private equity firm.
Permanent Equity
Episode: Brent Beshore, CEO, Permanent Equity: How Winning Made me Lose
Linda Rutherford
Former Chief Administration Officer of Southwest Airlines
Southwest Airlines
Episode: Linda Rutherford, CAO, Southwest Airlines: How a Proxy Fight Led to Assigned Seating (Pt 2)
Pete Proimos
Founder and President of the Filotimo Foundation, a nonprofit supporting adults with cystic fibrosis
Filotimo Foundation
Episode: Pete Proimos, CEO, AP Emissions: Find the Thing that Breaks your Heart and Never Look Away (Pt 1)
Sandra Sucher
Co-author of The Power of Trust and Professor of Practice at Harvard Business School
Harvard Business School
Episode: Sandra Sucher, Harvard Business School: How to Apologize

Host

Jonathan Block
Host of leadership conversations focused on the moments that shape great leaders; principal at Block Leadership Group.

Reviews

5.0 out of 5 stars from 24 ratings
  • Awesome!

    Way to go. Love the podcast. Super informative and helpful for anyone who wants to be a better leader.

    Apple Podcasts
    5
    Kat S123
    United States2 months ago
  • Asks different questions

    Jonathan isnt just another talking head, another interviewer with a podcast . Using soft edges, Jonathan often asks hard questions of those he interviews, which allows listeners to understand the person in new ways. The podcasts stay with you.

    Apple Podcasts
    5
    IAIndD
    United States4 months ago
  • Leadership insight worth reflecting on!

    A must-listen for anyone who is serious about growing as a leader. I love the variety of guests and how smoothly the conversations flow. Jonathan is a wonderful speaker and adds insightful take aways.

    Apple Podcasts
    5
    KathleenW86
    United States4 months ago
  • The Stumble

    Always interesting, usually inspiring, frequently humbling! I am a better person for hearing these accounts. Thanks, Jonathan.

    Apple Podcasts
    5
    kitblock
    United States4 months ago
  • Dynamic podcast gives salient leadership pearls

    I’ve loved adding this podcast to my commute podcast rotation.

    Apple Podcasts
    5
    Manilalistener
    United States4 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

- Hosts ask tough questions with a humane touch, unveiling facets of leaders that aren't on the surface.
- Inspiring and humbling stories that stay with you and prompt reflection.
- Variety of high-caliber guests and smooth, insightful conversations.
- Strong leadership insights and practical takeaways for career growth.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#184
India/Business/Management

Talking Points

Recent interactions between the hosts and their guests.

Brent Beshore, CEO, Permanent Equity: How Winning Made me Lose
Q: What advice do you have for someone who is in the same place you were?
You're not alone; if you're playing a game that leads to results you don't like, consider changing the game.
Brent Beshore, CEO, Permanent Equity: How Winning Made me Lose
Q: How did things change?
I came to faith and realized that the peace I sought was already given to me if I surrendered my life.
Doug Conant, CEO, Campbell's: How I Transformed Campbell's Culture
Q: How did you turn the culture at Campbell's and its financial performance around?
By creating high engagement cultures, which ultimately lead to improved profitability and employee satisfaction.
Doug Conant, CEO, Campbell's: How I Transformed Campbell's Culture
Q: What does the phrase "the only way out is by going in" mean?
It means that one must introspect and understand one's life story to reshape one's identity and approach toward leadership.
Oscar Munoz, CEO, United Airlines: Why It's Never too Late to do the Right Thing (Pt 1)
Q: Can you take us into that moment in the studio, Good Morning America, where you're being interviewed and the anchor asks you a pretty important question?
Munoz shares that he had to take full responsibility for the incident without spin, emphasizing the need for honesty and accountability in crisis situations.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
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Frequently Asked Questions About This Podcast

What is This Podcast about and what kind of topics does it cover?

The show centers on candid conversations with top executives and leaders who reflect on the pivotal moments that shaped their approach to leading. Across episodes, listeners hear about layoffs, crises, personal challenges, and the hard-won lessons that emerge from vulnerability, culture-building, and steadfast leadership. Guests range from CEOs and founders to high-level operators, offering practical takeaways on trust, resilience, and people-focused management. The series stands out for its emphasis on authentic, sometimes uncomfortable truths behind success, and for the host's knack for guiding guests to reveal the human side of leadership.

For potential listeners, it's a solid pick if you're drawn to real-world leadership trauma and tra... more

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this podcast launched 7 months ago and published 23 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on this podcast?

Recent guests on this podcast include:

1. Brent Beshore
2. Linda Rutherford
3. Pete Proimos
4. Sandra Sucher

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