In the latest Fearless Female Leadership interview, I had the privilege of speaking with Kristyn Ramsey, Senior Director of Learning & Development at D.R. Horton, about the power of humility, resilience, and lifelong learning in shaping fearless leadership. Kristyn’s story is a reminder that authentic leadership starts with embracing rejection, choosing growth, and empowering others through trust and perspective.
Kristyn opened up about the early influence of her parents—her father’s goal-setting rituals and her mother’s example of managing both work and home life—that instilled a fierce work ethic and sense of vision. Her career was not without challenges. Twice rejected for roles she deeply wanted, she chose to learn and improve instead of stepping back. Her experience underscores a core truth: setbacks can shape the most powerful comebacks.
Leading with humility, Kristyn says, is not about shrinking—it’s about shifting focus from self to service. It’s a mindset that drives ROI through trust, engagement, and a culture of continuous growth. She emphasized that humility, psychological safety, and authenticity are critical to building high-performing, resilient teams in today’s evolving workplace.
Kristyn also shared her journey from comfort to courage—leaving a 24-year career to re-ignite her learning and leadership path. Now, more than ever, she believes, leaders must embrace learning, build ecosystems of trust, and use their voices to advocate for themselves and others.
Key takeaways from the interview:
If you’re interested in being featured on the Fearless Female Leadership podcast, or you’re a leader looking to gain clarity on ‘what’s next’, how to build more cohesive and high-performing teams, and lead with greater confidence and influence, let’s have a confidential conversation.
Cheering you on always!
– Sheryl
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