#FF001: What actually happens after you walk away from work? Not in theory or in spreadsheets. But in real life.

Freedom Files is a monthly interview series inside Life After Enough where I sit down with people who’ve already stepped off the hamster wheel and ask the only question that really matters:

What happens next?

For our very first Freedom File, I’m joined by my good friend Simon - a former corporate lawyer who didn’t just talk about early retirement… he actually did it.

Simon spent 25 years in law, working long hours, living globally, and doing everything “right” on paper. Then he reached financial independence, made the call, and walked away - for good.

Since retiring, Simon has:

• Spent a year living in Lombok
• Is heading to Canada to train as a ski instructor
• And is preparing to cycle around the world to raise money to protect threatened ecosystems 🌍🚴‍♂️

But this episode isn’t about the adventure highlight reel.It’s about:

• The moment Simon stopped thinking about leaving and actually resigned
• What it really feels like to give up a high-status career
• The identity loss no one warns you about after early retirement
• How fear, comparison, and “one more year” keep people stuck
• And how to rebuild purpose, community, and meaning on the other side of work

This is an honest, grounded conversation about life after enough - including the doubts, the recalibration, and the quiet confidence that comes from trusting yourself.

If you’re:

• Financially independent (or close) but hesitant to pull the trigger
• Burnt out and wondering if there’s another way to live
• Curious what early retirement actually looks like beyond the fantasy

This episode will give you clarity, courage, and perspective.

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🔗 Follow Simon’s journey

Simon is documenting his global cycling expedition and fundraising journey here:

👉 Instagram: https://www.instagram.com/simoncyclestheworld

👉 TikTok: https://www.tiktok.com/@simoncyclestheworld

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🧭 About Freedom Files

Freedom Files is a monthly interview series inside Life After Enough featuring real people who’ve redesigned their lives once work became optional.

No hype. No guru playbooks. Just honest conversations about money, identity, purpose, and what comes next.

If you enjoyed this episode, follow Life After Enough so you don’t miss future Freedom Files - and share it with someone who’s wondering if there’s more to life than the grind.