In this episode of Struggles, host Chris Inman sits down with Corey Head, founder of SkyQuest, to discuss the journey of turning a passion for aviation into a thriving business. Corey shares how his unique approach to customer service in corporate aviation sets SkyQuest apart from traditional airlines, focusing on delivering memorable, efficient, and flexible travel experiences for clients. He opens up about the challenges of scaling the business, especially when it comes to hiring and managing a diverse team—from pilots to mechanics to dispatchers.
Corey reveals the lessons he’s learned along the way, including the importance of workplace culture, empowering employees, and creating a “triple win” for clients, team members, and aircraft owners. Hear inspiring stories, like how a passionate busboy from Corey’s favorite restaurant grew into a key member of the SkyQuest team, and insights into Corey's leadership philosophy, hands-on management style, and vision for the future of the company.
Join us for a candid exploration of the ups and downs of entrepreneurship, the value of investing in people, and the ongoing journey of building a business that puts both clients and employees first.

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