Ask Don't Tell

Ask, Don't Tell explores the human skills behind better communication, better decisions, and better results. Hosted by bestselling author and keynote speaker Oscar Subirats, each episode features conversations with leaders and high performers about the power of asking better questions, listening, and helping others arrive at their own yes.

Ask Don't Tell is a business podcast hosted by Oscar Subirats, with 28 episodes on record and a Required Pod Score of 80.

Oscar Subirats hosts Ask Don't Tell, a business show with 28 episodes published.

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  Episode #28

  Stop Postponing the Life You Want with AJ Jones | #28

  Sep 24, 202637 min

  What if the life you keep saying "someday" to is actually waiting for you to take the first step today? In this episode of Ask, Don't Tell , Oscar sits down with Adrian Jones, founder of More and author of Powered by Authenticity , to talk about what happens when success no longer feels fulfilling. After surviving two major heart attacks and leaving a high-pressure career in financial services, Adrian transformed his own experience into a mission to help high achievers stop postponing the life they truly want. They explore: • Why everyone is in sales, whether they realize it or not • How authenticity, community, and belonging can fuel personal transformation • Why waiting for a crisis to make a change can make the process even harder • A simple "I want" exercise to uncover what really matters to you You don't have to wait for a wake-up call to start living differently. Take a moment, ask yourself what you really want, and take one step toward it this week.

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  Episode #27

  The Hidden Cost of Success with Whitney Wright | #27

  Jul 30, 202654 min

  What if the very thing driving your success is quietly destroying your life? Orthodontist, entrepreneur, and author Whitney Wright opens up about the mental health crisis that nearly cost him everything. After years of chasing achievement, burying childhood trauma, and believing that working harder would solve the pain, Whitney found himself battling panic attacks, depression, and burnout at the height of his career. Today, he helps other high-performing men recognize the warning signs before they reach their breaking point. In this episode, you'll discover: Why success can become a dangerous trap for high achievers The hidden connection between unresolved trauma and burnout Why telling the right person you're struggling can change everything Whether you're carrying the pressure of leadership, supporting someone who is, or simply wondering why achievement hasn't brought the peace you expected, this conversation is a powerful reminder that asking for help is not weakness. It is the first step toward becoming the strongest version of yourself.

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  Ask Don't Tell

  The Myth That's Holding You Back with Scott Mason | #26

  Jun 25, 202641 min

  What if the biggest obstacle in your life isn't your circumstances, but the story you've been telling yourself about them? In this episode, Oscar sits down with leadership coach, speaker, and mythologist Scott Mason to explore how hidden beliefs shape our decisions, careers, relationships, and sense of possibility. Drawing from his own journey through career collapse, serious illness, and personal transformation, Scott reveals why so many people stay stuck in patterns that no longer serve them and how to rewrite the story. Together, they discuss: • The five toxic myths that keep people trapped in fear, self-doubt, and limitation • Why your past does not have to define your future • How small acts of courage can create lasting change and build a more powerful identity Scott also shares the life-altering health crisis that forced him to confront his own limiting beliefs and discover a framework that has since helped entrepreneurs, leaders, and professionals break free from old narratives and step into a bigger vision for their lives. If you've ever felt stuck, overlooked, or unsure of what's next, this conversation is a reminder that your story is not finished. The moment you challenge the myth, you create the possibility for a new future.

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  Episode #41

  Stop Telling, Start Asking with Jon Bassford | #25

  Jun 18, 202634 min

  What if the key to growing your business is not having all the answers, but asking better questions? In this episode, Oscar sits down with Jon Bassford, founder, consultant, and author of The Curious Leader , to explore why leaders often become the biggest obstacle to their own growth. Jon shares how helping organizations scale starts with understanding the connection between leadership, operations, and culture, and why curiosity is the missing ingredient in building stronger teams. Together, Oscar and Jon unpack how to: • Break free from habits that keep businesses stuck • Build trust by listening instead of controlling • Use better questions to uncover solutions, improve sales conversations, and create stronger connections Whether you are leading a company, building a business, or simply trying to communicate more effectively, this conversation will challenge you to rethink how you listen, lead, and grow. Start asking better questions, and you may discover the answers you have been looking for all along.

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  Episode #24

  The Leadership Skill Everyone Ignores with Sarah Draper | #24

  Mar 12, 202644 minS0

  <p>Most leaders are chasing performance but ignoring the one thing that makes performance sustainable.</p> <p>In this episode, former FBI leader turned executive wellness coach Sarah Draper reveals why high-performing leaders often burn out, drift, or quietly struggle behind the scenes. Drawing on decades in high-pressure environments like the Army and FBI, Sarah explains why leadership starts with something many people avoid: taking care of yourself.</p> <p>Oscar and Sarah explore how leaders can step out of survival mode, reconnect with their purpose, and build the physical, mental, and relational foundations that make great leadership possible.</p> <...

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