What inspires someone to take the leap from stability into the uncertainty of entrepreneurship?
For Shane Stiles, it wasn’t just a spark—it was ingrained in him. In a recent Journeys to the Summit conversation with Ilya Zlotnik, Shane shares how working in his father’s gas stations laid the foundation for a life of leadership, resilience, and innovation.
From stocking oil cans to managing customer relationships and business operations, Shane’s early exposure to all facets of small business gave him the hands-on education most entrepreneurs can only hope to acquire.
But Shane’s story isn’t one of overnight success. He candidly shares the pivots, challenges, and lessons learned while founding Gate 39 Media—a digital marketing and technology firm serving clients in financial services and agriculture. Starting in 2010, during one of the most challenging economic periods in recent history, Shane chose to build, to serve, and to adapt.
What stands out most in this episode is Shane’s unwavering commitment to being useful. Whether it’s helping a client solve a tough challenge or coaching his team through change, Shane’s leadership is rooted in empathy and execution.
This episode is packed with honest insights, practical wisdom, and an inspiring look at what it really takes to build and sustain a business.
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