EPISODE · Nov 11, 2025 · 23 MIN
When Success Isn’t Enough: Redefining What Truly Matters
from Midlife Remix · host Midlife Remix
Most of us spend decades chasing success—climbing higher, earning more, proving ourselves. But what happens when we get there and it still doesn’t feel right?In this episode, I talk with four leaders who’ve stopped chasing and started listening:• Jack Swift on facing fear, trusting his inner voice, and walking away from prestige for alignment.• Brett Wright on why real leadership begins with listening and vulnerability.• Bruno Del Ama on stepping off the treadmill of constant achievement.• Keith Lawrence on designing a purposeful next chapter built on resilience and fulfillment.We explore the fears that keep people stuck—fear of failure, judgment, or even success—and what it takes to rewrite the story. This conversation is about redefining success on your own terms, finding meaning beyond achievement, and aligning your next chapter with what truly matters.Chapters & Timestamps00:00 – Introduction01:05 – Jack Swift: Fear, Failure, and the Inner Voice03:56 – Rewiring Fear and Building Clarity05:07 – Walking Away from Prestige06:34 – The Privilege of Listening to Your Heart07:29 – Advice for the Pivot Point07:47 – Brett Wright: Leadership, Vulnerability, and “How Might We”09:33 – Listening Before Leading10:28 – Bruno Del Ama: The Hedonic Treadmill11:55 – Being Seen and Seeing Others13:41 – Redefining Success Beyond Achievement16:05 – Keith Lawrence: Designing the Next Chapter17:03 – Living Intentionally18:30 – Fulfillment vs. Happiness20:17 – Building Resilience and Reframing Adversity22:06 – The Real Currency: Time22:59 – Closing Reflections #MidlifeRemix #StevenMiyao #Leadership #CareerPivot #PersonalGrowth #MindfulLeadership #ExecutiveCoaching #SuccessRedefined #PurposeDrivenLife
What this episode covers
Most of us spend decades chasing success—climbing higher, earning more, proving ourselves. But what happens when we get there and it still doesn’t feel right?In this episode, I talk with four leaders who’ve stopped chasing and started listening:• Jack Swift on facing fear, trusting his inner voice, and walking away from prestige for alignment.• Brett Wright on why real leadership begins with listening and vulnerability.• Bruno Del Ama on stepping off the treadmill of constant achievement.• Keith Lawrence on designing a purposeful next chapter built on resilience and fulfillment.We explore the fears that keep people stuck—fear of failure, judgment, or even success—and what it takes to rewrite the story. This conversation is about redefining success on your own terms, finding meaning beyond achievement, and aligning your next chapter with what truly matters.Chapters & Timestamps00:00 – Introduction01:05 – Jack Swift: Fear, Failure, and the Inner Voice03:56 – Rewiring Fear and Building Clarity05:07 – Walking Away from Prestige06:34 – The Privilege of Listening to Your Heart07:29 – Advice for the Pivot Point07:47 – Brett Wright: Leadership, Vulnerability, and “How Might We”09:33 – Listening Before Leading10:28 – Bruno Del Ama: The Hedonic Treadmill11:55 – Being Seen and Seeing Others13:41 – Redefining Success Beyond Achievement16:05 – Keith Lawrence: Designing the Next Chapter17:03 – Living Intentionally18:30 – Fulfillment vs. Happiness20:17 – Building Resilience and Reframing Adversity22:06 – The Real Currency: Time22:59 – Closing Reflections #MidlifeRemix #StevenMiyao #Leadership #CareerPivot #PersonalGrowth #MindfulLeadership #ExecutiveCoaching #SuccessRedefined #PurposeDrivenLife
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When Success Isn’t Enough: Redefining What Truly Matters
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