EPISODE 15: F*ck, I’m Building a Legacy! with Colin Jowell
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In this episode of F*ck, I’m Nearly 50!, I sit down with my old agency mate and all-round legend Colin Jowell, founder of BillWill, a platform helping people capture and share what truly matters before it’s too late.
From late nights pitching at Y&R to building a business about legacy, love, and life admin, Colin’s story is a brilliant reminder that the things we leave behind aren’t always the big things. They’re the small ones - the quirks, the dad jokes, the memories, and the kindness that linger long after we’re gone.
We talk about losing his dad and how that changed everything, the unexpected complexity of modern life (and death), and why legacy isn’t about money or milestones but the connections we make and the stories we leave. Colin unpacks the three dimensions of legacy - financial, practical, and personal - and how a little bit of organisation today can save your family hours of pain tomorrow.
This conversation is funny, confronting, deeply human, and surprisingly uplifting. It’s not really about death - it’s about how to live better now.
So if you’ve ever thought, “I should really get my shit sorted,” this one’s for you.
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This episode gets into:
💬 How losing his dad led to the creation of BillWill
🧠 Why we avoid talking about death (and how to reframe it)
💸 The three dimensions of legacy - financial, practical, and personal
⚡️ The hidden chaos of our digital lives (and who pays the power bill when you’re gone)
❤️ How small details - humour, quirks, and kindness - become our real legacy
📲 How tech and behavioural science can help us live with more clarity
🌅 What it means to live with purpose, connection, and fearlessness at midlife
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Colin brings honesty, warmth, and wit to a conversation that makes you think about life, loss, and what really matters - without losing the laughs.
If you’ve been meaning to sort your stuff out, write that note to your kids, or just live with a little more intention, hit play.
Because f*ck, we’re nearly 50 and isn’t it amazing when we realise it’s not too late to start living on our own terms?
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🌐 Learn more: billwill.com.au
📲 Follow Colin: linkedin.com/in/colinjowell
🎧 Listen now: https://fckimnearly50.buzzsprout.com
📺 Watch on YouTube: https://www.youtube.com/@FckImnearly50
📲 Follow along: https://www.instagram.com/fckimnearlyfifty
Let me know what you'd love to hear about next.
🔥 Let’s keep the conversation going! 🔥
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💬 Join the community – Follow me on Instagram @fckimnearlyfifty and share your thoughts on this episode. Or connect with me on LinkedIn.
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📢 Spread the word – If you loved this episode, share it with a friend (or 10). Because midlife is better when we figure it out together.
Because f*ck, we’re nearly 50, and isn’t that amazing? 🚀
