In The Thick of It

Growing up as the youngest of 8 kids in a Catholic family, Josh Green learned the values of hard work, faith, and close bonds from a young age. He originally planned to pursue politics and government after college, but pivoted to investment banking and later private equity to address his mountain of student loans. As CFO in his late 20s of an aerospace manufacturing firm, Josh helped oversee major growth and acquisitions over nearly a decade in the role. Feeling the entrepreneurial itch, he left that stable career to co-found Pursuit, initially conceived as an "Uber for guides" to connect hunters and anglers with outdoor trips.

After testing different models including a ranch marketplace, Josh and team ultimately settled on fractional ownership of high-end ranches catering to outdoor recreation and investing. He shares with host Scott Hollrah the process of iterating based on customer feedback, deciding when to pivot, fundraising lessons learned, and the ups and downs of the startup rollercoaster. Josh also discusses the dynamics, benefits, and challenges of going into business with close friends, as well as how his faith shapes his perspective in dealing with success and failures. Whether leading a mature firm or just getting an entrepreneurial venture off the ground, Josh delivers hard-won wisdom for any founder in the thick of unpredictable terrain.

About Josh:
Josh has years of experience managing companies and leading teams. Josh is accustomed to structuring deals and executing various types of transactions, having served as the CFO & EVP of an aerospace manufacturer and in multiple private equity and investment banking roles. Josh holds a BSFS from Georgetown University, where he met his Pursuit co-founders, Trae and Tyler.

About Pursuit:
Pursuit offers customers the opportunity to own and enjoy high-end recreational properties via turnkey co-ownership and ongoing property management. Pursuit specializes in top-tier recreational properties throughout the world that possess scarce natural resources. Pursuit coordinates small ownership groups (ten or fewer) that cooperatively steward the land, enjoy it together, and benefit from investment growth. Pursuit then manages the property on customers' behalf with their enjoyment and investment goals in mind.

To learn more, visit pursuit-properties.com.

Creators & Guests

Host
Scott Hollrah
Founder & CEO of Venn Technology
Guest
Josh Green
Co-Founder & CEO, Pursuit

What is In The Thick of It?

Join Scott Hollrah, founder of Venn Technology, as he takes you "In the Thick of It" with the real stories of founders who are actively navigating the challenges and triumphs of running their businesses. This podcast goes beyond the typical entrepreneurial success stories and delves into the messy, gritty, and sometimes chaotic world of building and growing a company. Get inspired, learn from the experiences of others, and gain insights into what it truly means to be in the thick of the entrepreneurial journey.