From jumping out of airplanes to leading financial strategies, Jason Watkins has lived a life built on discipline, adaptability, and vision. In this episode of Driven: Unscripted Success, Jason shares his journey from serving in the U.S. Army — including a career that began with payroll duties and ended with assignments at the White House — to building his own financial services company.
Jason opens up about the lessons he learned in leadership, why listening is the most underrated skill for success, and how he’s helping businesses save money and grow through smart consulting, bookkeeping, and automation. He also breaks down how he built multiple streams of passive income, why staying curious is key, and what motivates him to keep pushing forward.
Whether you’re an entrepreneur, a veteran transitioning into business, or just someone chasing big goals, Jason’s story is full of wisdom, practical tips, and inspiration.
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