JD's Journal
JD's Journal
John 'jd' Dwyer
Jillian Reilly: The 10 Permissions
1 hour 16 minutes Posted Oct 31, 2025 at 2:00 am.
Welcome And Guest Introduction
Purpose As A Feeling, Not A Label
Arriving In Post-Apartheid Africa
Aid, Disillusionment, And Humility
Why Money Without Culture Change Fails
The Ten Permissions: Origins And Aims
Go Astray And Think Small Explained
Agile Lives, Not Five-Year Plans
AI Anxiety And Human Adaptation
Preparing Young People For Flux
Building Community Around Permission
Meeting People Beyond Words
Self-Coaching Across The Years
Walking, Rituals, And Energy
Imposter Syndrome And Action
Drucker’s Wisdom And Closing Thanks
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Show notes
The ground is shifting faster than our old rulebook can keep up, and pretending we can project-manage our way to certainty only makes us brittle. Today we sit down with author, activist, and leadership coach Jillian Reilley to unpack why lasting transformation starts with self-permission rather than big budgets, and how a life built on small, intentional experiments can outperform the grand five-year plan. Jillian’s story begins in post-apartheid Africa, where hope and hardship lived side by...