The #1 Skill That Makes Leaders Unstoppable (It’s Not What You Think) with Dustin Hillis #245

20 Jan 2026 · 87 min
Episode

20 Jan 2026 · 87 min

0:00

In this episode of the Unemployable Podcast, host Jeff Dudan interviews Dustin Hillis, a former college linebacker turned CEO of the Southwestern Family of Companies and founder of several technology ventures. The conversation begins with Hillis’s early life—football injuries, a record‑setting summer selling books for Southwestern Advantage, and the influence of his father’s flooring business. Hillis identifies "being coachable" as the single most powerful leadership skill, describing it as a relentless curiosity, willingness to seek feedback, and humility born from pain. He recounts his rapid rise at Southwestern, the re‑branding to Southwestern Family of Companies, and the strategic principles he used to acquire and scale businesses, emphasizing mission‑first leadership, executive strategy, and rigorous business‑model math. The dialogue moves to his transition into technology, detailing SafeSpace Global’s AI‑driven school‑safety platform, weapon‑detection drones, and other verticals (healthcare, senior‑living, correctional facilities, transportation). Hillis also shares anecdotes about Chick‑Fil‑A’s hiring culture, his family‑first policies (the three‑day rule), and the importance of delegation, executive assistants, and valuing one’s time. He concludes with reflections on AI as a transformative tool, advice to solve big problems first, and a personal mantra about purpose and divine love.

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