Episode 49: The Hard Part of Leadership No One Warns You About (Part 2)
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About this listen
Part 2 with Ryan Woodruff
Leadership gets talked about a lot, but not always honestly.
In Part 2 of our conversation with Ryan Woodruff, we go a layer deeper into what leadership actually feels like when you’re the one carrying the weight. We talk personality types, leading across generations, and why high performers often struggle the most with confidence, burnout, and feeling like they always have to be “on.”
This episode is really about perspective - learning how to find your voice, manage your energy, and shift your mindset as your role grows. Ryan challenges the idea that leadership is about choosing between your success or your team’s success, and instead reframes it as both.
If you’ve ever felt stretched thin, questioned your confidence, or wondered how to lead without losing yourself in the process - this one will hit.
We cover:
• Personality types & leadership styles
• Multi-generational teams
• Confidence struggles of high performers
• Finding your voice as a leader
• Energy management & burnout
• Mindset shifts that actually matter
This episode is honest, grounding, and a reminder that leadership isn’t about being perfect - it’s about being aware.
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