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The Deep End with Eric Triplett

May 11, 2026

Eric uses the Kentucky Derby as a powerful metaphor for entrepreneurial persistence and personal growth. He highlights the story of a horse named Golden Tempo and its trainer, the first woman to win the race, to demonstrate that a poor starting position does not dictate one’s ultimate success. Triplet argues...


May 8, 2026

Eric talks with Naylor Taliaferro about the hidden "blind spots" that prevent contractors from achieving growth. Taliaferro shares his journey from a soul-crushing corporate career to finding fulfillment by building a successful lawn care business and mentoring others in the industry. The conversation highlights...


May 4, 2026

Eric explores the dynamic between push and pull motivation, emphasizing the power of a compelling future vision to drive business growth. He argues that most entrepreneurs are merely pushed by immediate stressors like bills, whereas a defined, long-term goal acts as a gravitational force that attracts opportunities and...


May 1, 2026

Eric talks with his friend Zoe Asher about building intentional adult friendships. They explore the idea of a “friendship audit,” the loneliness many people are facing, especially men, and why vulnerability is key to real connection. Zoe encourages listeners to stop waiting for meaningful friendships to happen and...