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Why Great Leaders Get Stuck [And What Actually Frees Them] ft. Gary Montalvo

Uncommon Leadership

Release Date: 01/07/2026

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More Episodes
Tech leaders are struggling because they’re carrying too much—
too much pressure to have answers,
too much responsibility for outcomes,
too little space to be human.
 
And it’s exhausting.
 
In the latest episode of the Uncommon Leadership Podcast, I, Michael Hunter from Uncommon Teams, sit down with leadership and mindset coach Gary Montalvo for a deeply honest conversation about what actually blocks leaders from creating healthy teams, resilient cultures, and sustainable results.
 
From his early days as a 22-year-old art director at Sony Music to building his own coaching practice, Gary reveals how success without authenticity led him to burnout and self-doubt—and how learning to “take yourself wherever you go” became his greatest breakthrough.
 
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Inside this episode, we'll explore:
  • Why most leadership struggles are identity challenges—not skill gaps
  • How “being liked” can silently undermine accountability and growth
  • The difference between authenticity and emotional oversharing
  • Why reframing experience changes how you lead under pressure
  • How leaders unintentionally recreate old survival strategies at work
  • How small internal shifts compound into cultural transformation

 

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Who This Episode Is For
  • Founders who feel like the bottleneck in their own business
  • Tech leaders navigating growth, complexity, or burnout
  • Managers who are tired of “doing everything right” but still feel stuck
  • Anyone leading people through change without a clear map
Tune in now and follow the Uncommon Leadership Podcast for more conversations like this.
 
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Core Takeaway
Leadership doesn’t improve when you try harder.
It transforms when you become more honest—first with yourself, then with others.
 
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Speaker Bios
 
Gary Montalvo
Gary Montalvo is a leadership and mindset coach with nearly 20+ years of experience helping solopreneurs, startups, and executives get unstuck and lead with confidence. Also a former CGO and host of The Ownership Game podcast, he combines real talk, practical strategy, and contagious energy to guide leaders through growth and transformation. Known for blending humility, humor, and accountability, Gary meets leaders where they are and challenges them to expand what’s possible.
 
Connect with Gary Montalvo on LinkedIn: https://www.linkedin.com/in/garymontalvo/
 
Michael Hunter
Michael Hunter partners with tech leaders and founding teams to uncover the invisible cultural and emotional dynamics that quietly stall change, drain energy, and block quality. As the host of the Uncommon Leadership Podcast, Michael explores what it really takes to lead with resilience, clarity, and integrity—especially in complex, high-pressure environments.
 
His work helps leaders recover parts of themselves and their teams that may have gotten lost along the way, so they can lead with intention, ease, and impact.
 
Because the most powerful upgrade isn’t in your tech stack.
It’s in you.
 
Connect with Michael Hunter: https://www.linkedin.com/in/humbugreality/
Read more about his work: https://uncommonteams.com/
 
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[ Uncommon Leadership, Authentic Leadership, Tech Leadership, Founder Burnout, Culture Change, Psychological Safety, Accountability vs Approval, Human-Centered Leadership, Executive Coaching, Resilient Leadership, Leading Through Change, Uncommon Teams, Michael Hunter, Gary Montalvo] 
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Presented By: UncommonChange