Five Year You Podcast

Raw. Real. Relatable.

Follow on your favorite platform

As seen in The New York Times

Latest Episode

New episodes released every Wednesday!

Featured Episodes

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...

read more

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...

read more

How To Handle Jealousy

5 Year You Coaching https://fiveyearyou.com/coaching/If you’ve been feeling like someone else’s success makes you uncomfortable… like you’re comparing more than you want to admit… like certain people just trigger something in you—this episode is for you.Because here’s...

read more

Recent Episodes

Why You Sabotage Good Things

If you’ve been feeling like things finally start going well… and then somehow fall apart… like you can’t stay consistent even when you want to… like you get anxious the moment life feels calm—this episode is for you.Because here’s the truth:You’re not randomly messing...

read more

Why You Feel Behind in Life (and What’s Really Going On)

If you’ve been feeling like you’re behind… like everyone else is ahead… like you should be further along by now—this episode is for you.Because here’s the truth:Almost everyone feels this way at some point.And more importantly… it’s not actually true.💭 What...

read more

How to Take Ownership of the New You

🧠 Episode SummaryYou’ve done the work.You’ve built the habits.You’ve pushed through the discomfort.So why does it still feel like you’re not fully that person yet?In this episode, we break down the final (and often hardest) step of personal growth:taking full...

read more

Recent Episodes

When Growth Hurts: How To Stay Consistent

You started strong.You were motivated.You were clear on who you wanted to become.And then… it got uncomfortable.In this episode, Andrew and Cat walk through what actually happens after the excitement of change fades — when reality hits, resistance shows up, and...

The 5 Habit Categories of Your Future Self

Most people think they need more discipline to build better habits — but in this episode, Andrew and Cat explain why habits actually work best when they’re aligned with identity, not willpower.This conversation breaks habits into five simple, powerful categories that...

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,...