Grit, Growth and Gutters: A Story of Resilience with Kelli McCullough episode artwork

EPISODE · Jan 5, 2026 · 55 MIN

Grit, Growth and Gutters: A Story of Resilience with Kelli McCullough

from Balance and Breakthroughs with Wil Singleton

In this compelling episode of the Balance and Breakthroughs podcast, Kelli McCullough shares her powerful life and business journey rooted in grit, resilience, and reinvention. Growing up in a small Ohio town, Kelli once dreamed of a career in medicine before life led her down a very different path—one marked by determination, entrepreneurship, and hard-earned lessons.Kelli reflects on spending a decade in retail while raising three children as a single mother, doing whatever it took to support their dreams—including washing airplanes to help her child Kelsey pursue pilot training. Her career later expanded into insurance and banking before she found her stride in the gutter industry, where her sales expertise helped grow a company to seven offices and positioned it for a planned $10 million sale.When that deal fell apart and the business ultimately collapsed into debt, Kelli faced one of the most challenging periods of her life. In this episode, she candidly discusses business failure, leadership lessons, mentorship, trusting your instincts, and the risks of mixing personal relationships with professional ventures. Listeners will also hear how Kelli found the courage to start her own gutter business amid personal and professional uncertainty—all while striving to maintain balance with family.This episode is a must-listen for entrepreneurs, sales professionals, leaders, and anyone navigating career transitions or rebuilding after setbacks. Kelli’s story is one of perseverance, wisdom, and growth—and it’s only the beginning, with more to come in a future episode.👉 SUBSCRIBE TO THE BALANCE & BREAKTHROUGHS YOUTUBE CHANNEL NOW 👈⭐ CONNECT WITH WIL SINGLETON ON SOCIAL MEDIA ⭐➡️ Instagram➡️ Facebook➡️ Linkedin➡️ Website➡️ TikTok

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