Five Year You Podcast

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New episodes released every Wednesday!

Featured Episodes

Who is Holding You Back? – Re-release

Ready to go deeper? Work with me here:https://fiveyearyou.com/coaching/If you’ve been feeling stuck… like something—or someone—is keeping you from becoming who you want to be… like you’re waiting for permission to move forward—this episode is for you.Because here’s...

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The Secret of Life – Re-Release

Ready to go deeper? Work with us here:https://fiveyearyou.com/coaching/If you’ve been feeling like you’re searching for something deeper… like you’re wondering why you’re here… like life should feel more meaningful than it does right now—this episode is for...

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How To Love Yourself – Re-Release

Loving yourself sounds simple, but for many people, it can feel confusing, uncomfortable, or even a little out of reach. In this episode, we talk about what self-love really means, why it is not the same as being selfish, and how to start building a kinder, more...

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Recent Episodes

How To Add More Whimsy To Your Life

Ready to go deeper? Work with us here:https://fiveyearyou.com/coaching/If you’ve been feeling like life has become too serious… like every day feels repetitive and heavy… like you’ve forgotten how to genuinely play—this episode is for you.Because here’s the truth:You...

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Why You Don’t Feel Good Enough

Why You Don’t Feel Good EnoughSo many people walk through life carrying a quiet feeling that they’re somehow falling short. Even when things look successful from the outside, there can still be an internal pressure saying “do more,” “be better,” or “you should be...

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How to Overcome Setbacks – Re-Release

Hosts: Andrew Dewar & Catherine CollinsIn this episode of Five Year You, we get real about failure, setbacks, and those moments when life just… derails. If you’ve ever asked, “Why is this happening to me?”—this conversation will help you reframe the tough moments...

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Recent Episodes

How Habits Shape Your Identity

In this episode, Andrew and Cat explore why habits aren’t really about discipline, motivation, or willpower — they’re about identity.Instead of white-knuckling routines or beating yourself up when habits don’t stick, this conversation reframes habits as small, daily...

How To Decide Who You Are

In this episode, Andrew and Catherine dive into one of the most common (and confusing) questions people face during personal growth: Who am I actually becoming?If you feel like something needs to change but you can’t quite name what, you’re not broken — you’re lacking...

How To Reinvent Yourself (Without Blowing Everything Up)

Hosts: Andrew Dewar & Catherine CollinsEpisode OverviewReinvention doesn’t have to mean blowing up your life, burning bridges, or starting from zero. In this episode, Andrew and Catherine talk about how real, sustainable change actually happens — slowly,...

Why Starting Over Feels So Scary

Absolutely — here are podcast-formatted show notes for“Why Starting Over Feels So Scary”, using your classic Five Year You podcast format (clean headings, readable sections, perfect for Apple Podcasts / Spotify / website).Five Year You PodcastEpisode Title: Why...

Why You Feel Like You’re Outgrowing Your Life

Have you ever felt an internal pull toward something more—even though your life looks “fine” on the outside?In this episode, Andrew and Cat explore the quiet but powerful feeling many people experience when they’re ready for growth: the sense that the current version...

Why Resolutions Don’t Stick

Why Resolutions Don’t StickEvery year, millions of people set New Year’s resolutions — and by mid-January, most of them feel frustrated, discouraged, or convinced they’ve failed. In this episode, Andrew and Cat break down why resolutions so often fall apart, why it’s...

How to Stop Taking Rejection Personally

Rejection can feel deeply personal — whether it’s not getting the job, not hearing back, being left out, or feeling unwanted in relationships. In this episode, Andrew and Cat unpack why rejection hurts so much, what’s actually happening in your brain when it happens,...

How to Reset After a Bad Day

Bad days happen to everyone — the spilled coffee, the rude driver, the overwhelming to-do list, the kid meltdown, or the spiraling thoughts that won’t quit. But a bad day doesn’t have to turn into a bad week or a bad season. In this episode, Andrew and Cat break down...

How to Enjoy Christmas This Year

Christmas is often described as the most wonderful time of the year — but for many people, it’s one of the hardest. In this episode, Andrew and Cat talk honestly about holiday burnout, grief, pressure, and unrealistic expectations, and offer compassionate, practical...