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.

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.

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.