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Choosing Leadership with Sumit Gupta
Sumit Gupta
293 episodes
2 days ago
As a leader, you are always making choices. Even when you think you have no choice. And if you are unable to make a decision, you are choosing to stay in a state of indecision. The only question is - are your choices taking you where you want to go? I am Sumit Gupta, and this is "Choosing Leadership" - a podcast for high performers with big dreams - who know deep inside that there is more. This is a podcast for people who know they are more powerful than the level they are currently playing. I have spent a long time feeling powerless, and that is why I see where you are powerful even when you cannot. I dare to say what most people would not. I dare to speak to the "tremendous power" which you already have rather than what you believe are your strengths and limitations. This podcast is called "choosing leadership" - because that is what leadership is - a choice. The choice to step into the unknown. The choice to see fear as a friend. The choice to take courageous action rather than waiting for readiness. Join Sumit in exploring this question when it comes to your leadership. In each moment of life, are you Deploying Yourself or not? In each moment of life, are you Choosing Leadership or not?
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Business
Education,
Self-Improvement
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As a leader, you are always making choices. Even when you think you have no choice. And if you are unable to make a decision, you are choosing to stay in a state of indecision. The only question is - are your choices taking you where you want to go? I am Sumit Gupta, and this is "Choosing Leadership" - a podcast for high performers with big dreams - who know deep inside that there is more. This is a podcast for people who know they are more powerful than the level they are currently playing. I have spent a long time feeling powerless, and that is why I see where you are powerful even when you cannot. I dare to say what most people would not. I dare to speak to the "tremendous power" which you already have rather than what you believe are your strengths and limitations. This podcast is called "choosing leadership" - because that is what leadership is - a choice. The choice to step into the unknown. The choice to see fear as a friend. The choice to take courageous action rather than waiting for readiness. Join Sumit in exploring this question when it comes to your leadership. In each moment of life, are you Deploying Yourself or not? In each moment of life, are you Choosing Leadership or not?
Show more...
Business
Education,
Self-Improvement
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Leadership Journeys [248] - Ryan Howsam -"With structure and the right direction, success becomes inevitable."
Choosing Leadership with Sumit Gupta
38 minutes
3 weeks ago
Leadership Journeys [248] - Ryan Howsam -"With structure and the right direction, success becomes inevitable."

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other's stories - of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Ryan Howsam’s entrepreneurial journey is a masterclass in resilience, focus, and bold decision-making.

In this candid conversation on the Choosing Leadership podcast, Ryan shares how he rebuilt his life after a crushing business collapse, turning setbacks into stepping stones.

He reveals the lessons behind scaling Staysure, building teams that thrive without you, and why health and mindfulness are just as critical as strategy.

This isn’t just a success story—it’s a roadmap for leaders who want to stay sharp, avoid burnout, and create lasting impact.

If you’ve ever wondered how to turn adversity into your greatest advantage, this episode is for you.


You can find Ryan Howsam at the below links

  • https://www.linkedin.com/in/ryan-howsam-01698414/
  • https://careers.staysuregroup.co.uk/


In the interview, Ryan shares

  • "Leadership isn’t about content—it’s about choosing a context that drives bold decisions."
  • "Resilience is built when you’re knocking on doors, not when everything is going your way."
  • "A financial collapse taught me more about risk than any business school ever could."
  • "Focus on mastering one thing—people underestimate what they can achieve in ten years."
  • "Money doesn’t make you successful; learning to manage it does."
  • "A great business is one that doesn’t fall apart when you step away."
  • "Health isn’t optional for leaders—your body is the engine of your ambition."
  • "Scaling is about empowering capable leaders, not clinging to control."
  • "Setbacks aren’t failures—they’re invitations to rebuild stronger and smarter."
  • "The future of entrepreneurship will be fueled by AI and human resilience working together."
Choosing Leadership with Sumit Gupta
As a leader, you are always making choices. Even when you think you have no choice. And if you are unable to make a decision, you are choosing to stay in a state of indecision. The only question is - are your choices taking you where you want to go? I am Sumit Gupta, and this is "Choosing Leadership" - a podcast for high performers with big dreams - who know deep inside that there is more. This is a podcast for people who know they are more powerful than the level they are currently playing. I have spent a long time feeling powerless, and that is why I see where you are powerful even when you cannot. I dare to say what most people would not. I dare to speak to the "tremendous power" which you already have rather than what you believe are your strengths and limitations. This podcast is called "choosing leadership" - because that is what leadership is - a choice. The choice to step into the unknown. The choice to see fear as a friend. The choice to take courageous action rather than waiting for readiness. Join Sumit in exploring this question when it comes to your leadership. In each moment of life, are you Deploying Yourself or not? In each moment of life, are you Choosing Leadership or not?