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Choosing Leadership with Sumit Gupta
Sumit Gupta
279 episodes
21 hours 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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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 [241] - Zach Smith - "Connection through new cultures or places can spark powerful inner growth."
Choosing Leadership with Sumit Gupta
33 minutes
18 hours ago
Leadership Journeys [241] - Zach Smith - "Connection through new cultures or places can spark powerful inner growth."

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.

In this soulful episode of Choosing Leadership, Zach Smith, founder and CEO of Anywhere, shares how a chance meeting in Costa Rica sparked a global movement rooted in meaningful travel and authentic connection.

Together with host Sumit Gupta, they unpack how travel—when done with intention—can catalyze profound personal growth and cultural understanding.

Zach opens up about leading through crisis, staying true to his values during the pandemic, and redefining success beyond transactions.

This conversation is a must-listen for any leader who feels the tension between scaling a business and staying aligned with their deeper purpose.

If you're craving a leadership journey that nourishes your soul as much as your goals, this episode will leave you inspired and reconnected.


You can find Zach Smith at the below links

  • https://www.linkedin.com/in/anywhereincceo/
  • https://www.anywhere.com/


In the interview, Zach shares

  • “Connection—especially through new cultures and places—can spark powerful inner growth.” 
  • “We’re not just building a travel company. We’re curating soulful experiences that change people.” 
  • “Leadership is choosing purpose and connection over comfort and convenience.” 
  • “Our story started with a chance encounter in Costa Rica. What followed was a decades-long journey of intentional creation.” 
  • “Even when borders closed during the pandemic, our commitment to values kept us open—open to adapt, grow, and serve.” 
  • “We’re not here to sell travel. We’re here to change the way people experience the world.” 
  • “True leadership isn’t about shouting louder—it’s about embodying your values when it matters most.” 
  • “The future of travel is not about ticking boxes. It’s about meaningful moments that connect us to something greater.”
  • “Trust, authenticity, and intention—those are the currencies that matter in business and in life.”
  • “This episode is a reminder that choosing leadership means making bold choices that align with your soul—not just your strategy.”
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?