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July 29, 2026

What If One Question Could Change Your Life? — Doug Fleener | Audacious Living

What If One Question Could Change Your Life? — Doug Fleener | Audacious Living
What If One Question Could Change Your Life? — Doug Fleener | Audacious Living
The Audacious Living Podcast
What If One Question Could Change Your Life? — Doug Fleener | Audacious Living
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  • Show Notes

What if the question that's been holding you back isn't "What if I fail?"—but "What if it works?"

In this conversation, Doug Fleener shares how one simple shift in perspective can change the direction of your life.

"You don't think your way into a new way of acting. You act your way into a new way of thinking."

This quote captures the heart of the conversation because it reminds us that transformation doesn't begin with perfect confidence—it begins with taking action. Growth isn't something we wait for; it's something we create.

How do you move beyond fear, regret, and self-doubt to create a life filled with purpose?

In this inspiring conversation, Audley Stephenson sits down with leadership expert and author Doug Fleener to explore how one powerful question—"What if?"—can interrupt limiting beliefs and open the door to new possibilities. Doug shares his deeply personal journey from addiction and rock bottom to becoming a respected leadership coach, revealing why courage, intentional action, and resilience matter far more than perfection.

Together, Audley and Doug unpack the connection between confidence and action, why failure is one of life's greatest teachers, and how authentic leadership begins with the example we set every day. If you're ready to stop overthinking and start moving forward, this conversation will leave you asking better questions—and seeing yourself differently.

This Episode Is For You If...
  • • you're navigating a season of change
  • • you're rebuilding after failure or disappointment
  • • you're trying to become a more intentional leader
  • • you're struggling with confidence or self-doubt
  • • you're ready to stop waiting and start taking action

Guest Bio

Doug Fleener is a leadership expert, keynote speaker, author, and founder of Start With What If, where he helps individuals and organizations unlock growth through intentional action and better questions. His practical approach to leadership has influenced teams across multiple industries.

What makes Doug's story especially compelling is the path that brought him here. After overcoming addiction and rebuilding his life from the ground up, he transformed personal adversity into a mission of helping others lead with courage, confidence, and purpose. His message is simple, authentic, and deeply relatable: meaningful change begins one small step at a time.

Guest Links

🌐 Website: https://startwithwhatif.com

📖 Book: Start With What If

Listen on Major Platforms

Listen on Major Platforms

🎧 Spotify → https://open.spotify.com/show/2jVR6V7X2kRiCCDXE0FTyl?si=IR3TsfEWR3WA6BzfBRnVXQ

🍎 Apple Podcasts → https://podcasts.apple.com/ca/podcast/the-audacious-living-podcast/id1547447345

📦 Amazon Music → https://music.amazon.ca/podcasts/9f7902bb-dec8-4bd9-918d-d1fef21b7c67/the-audacious-living-podcast?ref=dm_sh_pGv57yQvAmAQVp2IIaXoDwtFt

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The Audacious Living Podcast

The Audacious Living Podcast🎙unpacks wisdom from guests to help you live your best audacious life ever! #BeAudacious📢

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