On The Franklin Planner Podcast, hosts George Wright III and John Harding are joined by Misty Howard to explore the life of Theodore Roosevelt and how he transformed personal weakness and overwhelming adversity into legendary greatness. From overcoming a debilitating childhood illness to enduring tragic loss and leading troops from the front lines in the Spanish-American War, Roosevelt’s journey illustrates how mindset, discipline, and intentional choices build true resilience and character.  
Howard breaks down key defining moments in Roosevelt’s life, including his transformational years in the Dakotas, his rise as a reform-minded leader fighting corruption in New York, and the square deal policies that defined his presidency. The conversation highlights Roosevelt’s philosophy of “The Strenuous Life”, lessons from the iconic “Man in the Arena” speech, and actionable Franklin Planner activities—such as separating what you can control from what you can only influence—to help you take control of your response, lean into your fears, and lead your life with purpose.


Episode Timeline

00:00 – Introduction: Turning Weakness Into Greatness  
01:14 – Why Teddy Roosevelt’s Story Matters Today  
03:38 – Overcoming Childhood Illness Through Discipline  
07:44 – Planner Activity: Identifying What You Can vs. Cannot Control
09:10 – Tragic Loss and the Light That Went Out  
13:40 – Adjusting Goals in Seasons of Grief  
15:45 – The Dakota Years & Developing “The Strenuous Life” Philosophy  
20:25 – Leading from the Front: The Spanish-American War & Rough Riders  
25:05 – Values-Based Leadership: Fighting Corruption in Politics
29:35 – Stepping into the Presidency: Preparation Meets Opportunity
32:25 – Modern Presidency, Trust Busting, and Conservation  
35:10 – The Man in the Arena: Action Over Criticism  
39:20 – Final Thoughts & Challenge: Daring Greatly in Your Own Life  


Thank you for joining us on this Journey to create your best life and to lead your Life and Teams. Please share this show, and we look forward to the journey we will take together.

Check out the New Membership Program Here: https://store.franklinplanner.com/lps/membership/

The Franklin Planner Team


About Misty Howard

Misty Howard is a historian‐enthusiast and podcast host who brings a fresh, youth-oriented voice to timeless values and historical wisdom. She serves as the creator and host of the podcast Faith Ignited (described as “Immersive, real stories from history, seen through the lens of faith”). Her work focuses on exploring the lives of influential historical figures—especially from the founding era of the United States—and connecting their personal values with modern leadership, mission-driven living, and character development. Misty emphasizes the importance of self-improvement, purpose, and narration of historical truths often overlooked in mainstream narratives. Her style blends historical research, faith-based insight, and practical application for younger audiences.

Her contributions bring depth, perspective, and inspiration to conversations about proactive living and principle-centered leadership.

Guest Resources:

Podcast Link: Faith Ignited — available via Apple Podcasts, Pocket Casts, etc.

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