Leading Ain't Easy

Episode 4 - Leading As Yourself (w/ John Moore)

Ryan Calkins and Erny Epley

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0:00 | 54:43

In this episode of Leading Ain’t Easy, we’re joined by special guest, John Moore (a longtime training leader turned coach) who has spent over 20 years leading teams in corporate environments that didn’t always make it easy to show up as himself.

We dig into what it means to “lead as yourself” in 2025, why so many workplaces feel colder and more transactional than they used to, and how you can still lead with empathy, love, and high standards without getting steamrolled.

John shares stories from the boardroom, layoffs, and leadership programs that tried to strip out personality, and how he’s intentionally done the opposite: building relationships, earning trust, and creating spaces where people actually want to work and learn.

Along the way, we also get into the messy parts: confidence vs. arrogance, being asked to “tone it down,” the cost of caring in environments that don’t, and how to stay human when you’re the one delivering hard news.

In this episode, we talk about:

  • Why trying to copy someone else’s leadership style will burn you out
  • The difference between confidence and arrogance (and how to tell which one you’re leading from)
  • How corporate culture shifted from “we know your family” to “you’re a line item”
  • What to do when you’re asked to cut people you actually know and care about
  • Why new leaders should learn and do first before they start delegating
  • How to build credibility and buy-in by being a doer instead of just a director
  • Practical ways to stay grounded and authentic when the job demands hard decisions

If you’ve ever felt like you had to hide who you are to be taken seriously as a leader, this one’s for you.

"Leading Ain’t Easy, but you don’t have to do it alone."

Leading Ain't Easy was created by Ryan Calkins and Erny Epley, and is hosted by Ryan and John Moore.

  • Ryan is the founder of Reframe & Rise, where he works with veterans who transitioned successfully but still feel something's off; helping them find alignment, not just a better job title.
  • John is a certified life and career coach with 20+ years of experience helping people navigate transitions, find purpose, and lead with intention — drawing on backgrounds in corporate leadership, counseling, and entrepreneurship.
  • Erny runs Bus Pro Network, supporting school transportation leaders across California with training and development, and joins the show as an occasional guest.

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