Dreams, Family and Hustle with Maverick Pitchford

In this episode, host Aaron Gordon invites Maverick Pitchford, an up and coming star in the insurance industry, to share his journey, challenges, and the motivational forces behind his career decisions. Maverick discusses his transition from working at a regional bank to founding his own independent insurance brokerage, an idea fueled by a desire to build a sustainable legacy for his family. Raised in Oklahoma and heavily influenced by his wife and the familial ties that bound them since high school, Maverick's story is deeply embedded with a commitment to providing for his family and offering his children opportunities he was not afforded.

Aaron and Maverick explore the emotional and practical facets of starting and sustaining a business. They highlight the importance of perseverance, even when faced with doubts and challenges. Maverick reflects on the significance of legacy, inspired by his desire to impact his family positively in the long term. At the same time, Aaron shares a personal anecdote about his father's legacy, connecting it back to the core theme of building businesses that last and positively influence.

Both host and guest underscore the role of determination, support from loved ones, and the courage to dream big without fear of failure, concluding with a mutual acknowledgment of each other's inspirations and a reminder to the audience to continue hustling for good.

Get To Know Maverick Pitchford

Maverick Pitchford is a husband, father, business owner, and the Principal Agent at Bison Ridge Insurance. He was born and raised in Oklahoma and grew up as an only child with a single mother, which shaped him into a curious and determined individual. Maverick is a natural networker and community builder who is unafraid to ask questions and learn from others, which has helped him become a successful professional and entrepreneur.

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3 Episode Key Takeaways

1. Building a Legacy: Maverick emphasizes the importance of viewing business endeavors as a long-term venture primarily aimed at creating stability and opportunities for future generations. This perspective fuels his daily motivation and shapes his strategic decisions, highlighting the profound impact of legacy-driven goals in business.

2. Embracing the Leap into Entrepreneurship: The transition from employment to establishing one's own business demands courage and a resilient mindset. Maverick's experience illustrates that with the right support system and a clear vision, it's possible to successfully navigate the uncertainties of entrepreneurship. This lesson encourages listeners to consider the entrepreneurial leap a viable option to fulfill personal and professional aspirations.

3. The Power of Support in Business Ventures: Throughout the episode, the significance of having a supportive network—family, friends, or mentors—is recurrently underscored. Maverick attributes a considerable part of his success to his wife's unwavering support and his peers' motivational influence. This reinforces the notion that building and maintaining strong relationships is crucial in the entrepreneurial journey, not just for moral encouragement but also for practical guidance and inspiration.

Show Overview:


02:00 Maverick grew up as an only child in Oklahoma.
05:55 Support from wife and agent crucial. Perseverance.
09:00 Graduated college, worked at bank, then independent brokerage.
12:37 Seizing opportunity and independence in business.
14:02 Starting an agency was a big decision.16:27 Trust is there, she never questioned me.
21:55 Choosing the right business for future ease.
22:50 Entrepreneur faces challenges balancing work and motivation.
27:36 Remembering things at bedtime makes us legendary.
30:32 Sticky note reminder: focus on legacy and possibility.