In this episode, Todd Naylor, an entrepreneur with a transformative journey from aspiring medical professional to ROTC participant and e-commerce employee, shares his story. Five books opened his eyes to the world of finance and entrepreneurship. Now focused on creating a fund geared towards providing capital for large commercial deals, Todd talks about his struggles, including raising capital and building meaningful relationships, versus the bootstrap route. The discussion covers his motivations, challenges, and the importance of building trust and relationships, all while aiming to make a bigger impact through entrepreneurship. The dialogue underscores the significance of continuous learning and action in achieving success.

00:00 Introduction and Guest Introduction

00:37 Todd's Background and Career Shift

02:45 Entrepreneurial Journey and Inspirations

03:39 Current Ventures and Financial Strategies

05:03 Challenges and Lessons Learned

06:46 Philanthropy and Personal Goals

10:33 Fund Management and Future Plans

16:28 Building Trust and Networking

18:33 Building Relationships for Success

18:42 Engaging with High-Level Investors

19:25 The Power of Incremental Commitment

20:23 Leveraging Social Events for Networking

22:28 Balancing Work and Passion Projects

23:30 Overcoming Networking Challenges

28:11 The Importance of Continuous Learning and Action

30:23 Final Thoughts and Personal Anecdotes