Underdog Wisdom

Underdog Wisdom

Showcasing the mindset, wisdom, and strategies of a self-made 8-Figure Entrepreneur, Investor, and Venture Capitalist. Originally going to be named "A Hidden Path," the Underdog Wisdom podcast was created to share the knowledge that actually works when building a business, getting funded, and much more. We take a unique approach to what it means to be an entrepreneur and the paths entrepreneurs must follow. When everyone else tells you to take the easy road, we take that hidden path, the road less traveled. So follow along and discover the wisdom you need for your business to succeed.

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Episoder(29)

Creating a Legacy: Leaving a Positive Impact (With Q/A)

Creating a Legacy: Leaving a Positive Impact (With Q/A)

Summary In this conversation and listener Q/A session, Jon and Craig discuss the topics of mentoring and defining success. The conversation explores the importance of purpose in building a business a...

22 Aug 202444min

The Power of Storytelling in Business

The Power of Storytelling in Business

Summary Jon and Craig discuss the power of storytelling in business and personal life. They share personal stories and highlight the importance of authenticity and vulnerability in storytelling. They ...

25 Jul 202446min

Seeking Leadership Wisdom From Others

Seeking Leadership Wisdom From Others

Summary Jon and Craig begin this episode by discussing the show 'The Hunt' and the historical context of Abraham Lincoln's presidency. It highlights the challenges and dark times of that era, includin...

10 Jul 202445min

Discipline Will Set You Free

Discipline Will Set You Free

Summary Motivation alone is not enough to achieve goals; discipline is necessary. Many people have motivation but lack the discipline to follow through. Discipline is the strategy and plan that allows...

20 Jun 202431min

Leadership in an Age of Uncertainty

Leadership in an Age of Uncertainty

Summary This episode of Underdog Wisdom explores the topic of leadership in an age of uncertainty. The conversation delves into the evolution of leadership styles and the importance of self-awareness ...

6 Jun 202439min

Great Entrepreneurs Are Hard To Find

Great Entrepreneurs Are Hard To Find

Summary In this conversation, Jon and Craig discuss the qualities of great entrepreneurs from the perspective of a venture capitalist (VC). Jon shares a story about a conversation he had with a recove...

22 Mai 202444min

Habits and Self Awareness for Leaders

Habits and Self Awareness for Leaders

Summary In this episode, Craig and Jon discuss the role of habits in personal growth and self-awareness. They explore the science behind habit formation and how habits can develop automatically. They ...

8 Mai 202439min

Memento Mori for Leaders & Entrepreneurs

Memento Mori for Leaders & Entrepreneurs

Summary In this conversation, Jon and Craig discuss the concept of stoic leadership and the importance of testing someone's character by giving them power and seeing how they use it. They emphasize th...

24 Apr 202437min

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