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In this episode of *Taking Chances*, Shaun Coe sits down with *Dan Kuglin*, an HR leader who transitioned from teaching into nonprofit and healthcare HR, and is now preparing to launch his own consulting firm, *Compass HR*. They unpack the realities of HR in resource-constrained environments, why data ownership is becoming a critical issue, and how technology should support people instead of adding complexity. Dan shares how climbing shaped his approach to risk, leadership, and decision-making, and why building work around life matters more than ever. The conversation also explores the challenges of staffing and retention in rural healthcare, the evolving role of automation in HR, and the fear and uncertainty that come with entrepreneurship. This episode offers a grounded, practical look at HR leadership from someone who has lived it in the field — not just studied it. Key Topics Covered: Transitioning from teaching to HR leadership HR challenges in nonprofits and healthcare Data ownership and HR technology Automation vs. human decision-making Launching an HR consulting business Risk, fear, and entrepreneurship Notable Quotes: “I want to build my work around my life.” “I want to help organizations get compliance right without overwhelming them.” “I’m terrified… but I know this is the right move.” Chapters: 00:00 – Introduction to Dan Kuglin 02:51 – Moving to Colorado and the Role of Climbing 05:31 – Transitioning from Teaching into HR 08:25 – Building an HR Career Through Training 10:55 – Technology’s Role in Modern HR 13:46 – HR Challenges in Nonprofits and Healthcare 16:26 – Why Data Ownership Matters 19:13 – The Future of HR and Automation 21:49 – Launching Compass HR 24:33 – Fear, Risk, and Entrepreneurship 45:16 – Closing Thoughts Keywords: HR leadership, HR technology, nonprofit HR, healthcare HR, data ownership, entrepreneurship, career transition, compliance, workforce strategy, small business HR