
How to Disagree Without Getting Fired: Courageous leadership With Matt Whitehead
Courageous leadership isn’t about being the loudest in the room — it’s about being the clearest when the stakes are high. In this episode of Your Health University, Jamie sits down with Matt Whitehead, Chief Ancillary Officer at Your Health, for an honest conversation about what it really means to lead with conviction. From making tough calls with uncertain outcomes to standing your ground in rooms full of strong opinions, Matt unpacks the mental habits, confidence-building rituals, and value-driven decision-making that define truly courageous leadership. If you’ve ever struggled with speaking up, second-guessed yourself, or stayed quiet to keep the peace — this episode is your invitation to rethink what leadership demands of you.
Your Health University Podcast · Matt Whitehead, Jamie Preston
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Show Notes
In this episode:
- How Matt defines courageous leadership in healthcare
- The tension between innovation and compliance in hospice and palliative care
- Why silence can be louder than words — and when to break it
- How to build team culture that embraces mistakes and honest dialogue
- What it looks like to lead from values — even when it costs you sleep, popularity, or approval
Three key takeaways:
- You can’t lead if you can’t be disagreed with.
- Inaction is often more dangerous than the wrong action.
- Confidence is a muscle built by reps — not magic.
www.YourHealth.Org