When life throws a curveball, some craft an entire new ballpark—meet Jordan Graft, CEO of Highway, who sits with us today to reflect on the indelible marks of entrepreneurship and personal growth. Hear how he harnessed his experiences as a three-time CEO before the age of 40 to carve out success amidst the bustling freight industry. Our exchange offers a glimpse into Jordan's transformative journey: from embracing unexpected fatherhood and pioneering a grocery delivery venture, to influencing the freight brokerage sector as a Batman of freight fraud.

Navigating the freight industry's high seas, Jordan joins me to unravel the fabric of his entrepreneurial endeavors, marked with stories of resilience, patience, and the unwavering support of family. Our heartfelt conversation sails through the evolution of personal relationships in challenging times, the rise and fall of business ventures, and the milestones along the path to leadership. Jordan's narrative is a testament to the entrepreneurial spirit—coding out of necessity, pivoting from ventures that no longer serve, and the pursuit of innovation that meets the freight industry's pressing needs.

Tune in as we dissect the intricacies of the freight world, from combating sophisticated freight scams to crafting responsive customer service with a team that's as vigilant as they are dedicated. Jordan's insights on hiring with integrity, fostering workplace loyalty, and improving industry communication shine a light on the core values that drive success. Whether you're an industry veteran or a curious newcomer, this episode is brimming with tales of perseverance, the joy of translating ideas into action, and the relentless dedication to creating value in a complex yet rewarding field.