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I Have Some Questions...
What if leadership wasn’t about having the answers—but about asking better questions?
On "I Have Some Questions…", Erik Berglund – a founder, coach, and Speechcraft evangelist – dives into the conversations that high performers aren’t having enough. This isn’t your typical leadership podcast. It’s a tactical deep-dive into the soft skills that actually drive results: the hard-to-nail moments of accountability, the awkward feedback loops, and the language that turns good leaders into great ones.
Each week, Erik explores a question that has shaped his own journey. Expect raw, unpolished curiosity. Expect conversations with bold thinkers, rising leaders, and practitioners who are tired of recycled advice and ready to talk about what really works. Expect episodes that get under the hood of how real change happens: through what we say, how we say it, and how often we practice it.
This show is for driven managers, emerging execs, and anyone who knows that real growth comes from curiosity rather than charisma.
Subscribe if you’re ready to stop winging it and start leading with intention.
I Have Some Questions...
029: “Can You Learn to Be Relentless?” ft. Chris Jones
What does it really take to become relentless—and why is fun an essential part of the formula? In this candid, high-energy conversation, Erik sits down with best-selling author and EOS coach Chris Jones, a leader who’s navigated failure, burnout, and massive business pivots to find the intersection of intensity and joy. Together, they explore how clarity, courage, and self-awareness shape the path to excellence—and what keeps most people stuck in average.
👤 About the Guest
Chris Jones is a multi-time entrepreneur, best-selling author of Relentless AF: An Entrepreneur's Disaster to Success Story, and a master EOS Implementer. Over the last decade, he’s led more than 600 full-day sessions and worked with 75+ leadership teams to build clarity, systems, and traction. Chris is also a father, husband, and high-performance coach who blends intense drive with intentional fun.
🧭 Conversation Highlights
- How Chris redefined “relentless” to include fun—and rewrote his book to match
- The real reason most people settle for average (and how to know if you are)
- What the pursuit of clarity actually looks like—and why biking doesn’t count
- How exclusion is the hidden key to excellence
- Why 10x growth requires deep, personal letting go
- What Chris learned from losing 70% of his business overnight
- Parenting, ego, and identity in the journey of reinvention
- Why leaders who don’t take clarity breaks stay stuck
💡 Key Takeaways
- Fun isn’t the opposite of drive—it’s fuel for it. Chris’s journey to blend passion and play led to a more sustainable and magnetic leadership style.
- Excellence requires exclusion. You have to say “no” to good things in order to say “hell yes” to the great ones.
- Relentlessness without clarity is just busyness. Without a North Star, all that effort won’t move you toward meaning.
- You can’t discover what to be relentless about without exploration. Sampling, stress, and reflection reveal alignment.
- Leaders who don’t build in space for clarity will never break out of the lizard brain. Great decisions require margin and mindset.
❓ Questions That Mattered
- What does it actually mean to be relentless?
- Is relentlessness a natural trait—or can it be learned?
- Why do some people keep going while others give up?
- Can you be relentless about something you don’t love?
- How do you create clarity without a sabbatical?
- What’s the hidden cost of trying to do it all?
- Why do so few people know what they really want?
🗣️ Notable Quotes
“I used to think I had to be serious or fun. The real magic happened when I stopped choosing and brought them both together.” — Chris
“The average leader will never do this work. But if you’re unsettled by average, you might be ready.” — Chris
“Relentless people just keep doing uncomfortable things on purpose.” — Chris
“You can’t solve a complex math problem while being chased by a bear. That’s what busyness is doing to your brain.” — Erik
“Clarity breaks aren’t a productivity hack. They’re a precondition for 10x growth.” — Erik
🔗 Links & Resources
- Visit Chris’ Website relentlesschrisjones.com
- Connect with Chris on LinkedIn
- Buy Chris’ book Relentless AF on Amazon