Why We Avoid What Matters Most
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What are you putting off because it feels too uncomfortable, uncertain, or far away?
We often tell ourselves we are waiting for the right time, a clearer plan, or enough courage to finally begin. But sometimes the familiar weight of avoidance simply feels safer than taking a step into the unknown.
In this episode of Permission Slip-Ups, Kate and David talk with entrepreneur and serial founder Jermaine Ee about intentional living, meaningful work, and what happens when we stop delaying the conversations and experiences that matter most.
Jermaine shares how his understanding of success and legacy has changed over time. In his twenties, he wanted to be admired for what he built. Today, after years of introspection and the unexpected loss of his mother, his definition of a meaningful life has become much simpler: he wants the people he loves to remember that when he was with them, he was fully present.
He also shares the moving story of taking his mother to Salzburg to experience the world of The Sound of Music—a dream she had never considered possible. Neither of them knew it would become her final trip.
Together, they explore:
• Why avoidance is often an understandable response to uncertainty, not a character flaw
• How emotionally uncomfortable or abstract decisions keep us stuck
• Why we wait for permission, courage, or the "right time"
• What our calendars and spending habits reveal about what energizes us
• How meaningful work connects purpose with what genuinely matters to us
• Why the first step does not need to solve everything—it only needs to begin
• How presence, relationships, and impact can become a more meaningful definition of legacy
This is a conversation about personal growth, purpose, loss, authenticity, and the courage to stop waiting for life to become urgent.
What is one meaningful thing you keep telling yourself you will do someday?
Contact us:
Jermaine Ee
Kate Turner
David Cooke