Leading Ain't Easy

By Ryan Calkins and Erny Epley

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Category: Management

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Episodes: 29

Description

Leadership looks shiny on social media. But the reality is it’s messy, isolating, and full of self-doubt. Leading Ain’t Easy pulls back the curtain on the side of leadership nobody puts on their résumé.


Hosted by Ryan Calkins (Marine Corps veteran, career/leadership coach, and founder of Reframe & Rise) and Erny Epley (public-sector leader and founder of Bus Pro Network), this show dives into the raw, unfiltered truths of leading others; whether it’s in the military, the public sector, or the private world of business.


We’re not here with corporate buzzwords or textbook definitions. Instead, you’ll hear:

  • Honest stories about the challenges and failures that shaped us.
  • Real conversations about the doubts and decisions leaders wrestle with every day.
  • Lessons, frameworks, and laughs that remind you you’re not alone in the struggle.


Episodes run 45-60 minutes (long enough to go deep, short enough for a commute) and drop weekly. Some weeks it’s just us, other weeks we’ll bring in guests (current and aspiring leaders) to share their own unfiltered journeys.


If you’ve ever wondered whether you’re cut out for this role, questioned yourself after making a hard call, or felt like a fraud even with the title… this podcast is for you.


Because leading ain’t easy, but you don’t have to do it alone.


Episode Date
From the Corner Office to the Zoom Room
May 19, 2026
The Call Nobody Wants to Make
May 12, 2026
Fix Your Face
May 05, 2026
When Being the Bottleneck Is the Whole Problem
Apr 28, 2026
When Your Best Employee Keeps Asking for a Promotion
Apr 21, 2026
"Soft Skills" Aren't Soft — They're the Hardest Part of Leading
Apr 14, 2026
Why "We're Like a Family" Can Backfire
Apr 07, 2026
The Generation Gap: Managing Boomers, Millennials, and Gen Z on the Same Team
Mar 31, 2026
When Management Won't Do Anything About a Problem Employee (feat. John Moore)
Mar 24, 2026
Respect vs Likability (feat. Rene Guerrero)
Mar 17, 2026
PIPs Aren't the End of the World
Mar 10, 2026
Leading When You Don’t Like Someone
Mar 03, 2026
Executive Presence (feat. Frank Hopkins)
Feb 24, 2026
Leadership Mistakes That Can Negatively Impact Culture
Feb 17, 2026
Leading When You're the Youngest on the Team
Feb 10, 2026
Being the FNG (F’ing New Guy): Earning Trust From the Start (feat. Matt Quinn)
Feb 03, 2026
Setting Boundaries w/ Your Boss
Jan 27, 2026
Managing Up: How to Lead Without Authority
Jan 20, 2026
Coaching in Leadership (feat. Alicia Sanders)
Jan 13, 2026
Leadership 101: What We Wish We Knew Before Leading Others
Jan 06, 2026
Invisible Pressures of Middle Management
Dec 30, 2025
Know Your Worth
Dec 23, 2025
Fix Your Face: How Your "Tell" Can Make or Break Your Leadership
Dec 16, 2025
The Cost of Being the Good Guy
Dec 09, 2025
Leading As Yourself (w/ John Moore)
Dec 02, 2025
Loneliness at the Top
Nov 25, 2025
Leadership Beyond Titles
Nov 18, 2025
Imposter Syndrome
Nov 11, 2025
Episode 0 - Welcome to Leading Ain’t Easy
Oct 28, 2025