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
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...
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...
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...
Recent 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...
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...
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...
Recent Episodes
How to Stop Overthinking
Overthinking feels productive—but it’s really a mental treadmill. Andrew and Cat share simple, science-backed ways to break rumination loops, calm anxiety, and take clear next steps.Big ideasOverthinking ≠ problem-solving. It’s a certainty-seeking loop...
How to Settle Arguments Fairly
Arguments don’t need winners; they need resolution. Andrew and Cat share calm, practical ways to defuse conflict at home, with friends, and at work—so everyone feels seen, heard, and respected.Big ideasStay calm first. Regulated nervous systems make...
Afraid of Making The Wrong Choice
Decision dread, analysis paralysis, and the fear of “messing it up” can keep you stuck on the couch while life moves on. In this episode, Andrew and Cat break down how to make choices with more ease, treat “wrong” choices as data, and shift from scarcity...
Feeling Like I’m Failing
In this heart–forward episode, Andrew shares the shoulder injury that forced him to stop, sit still, and confront a lifelong belief that his worth equals his usefulness. Cat opens up about what it’s like to love a helper who suddenly needs help—and how “failing” often...
The Rules Are Fake
Ever feel like you're following a script you didn’t write? In this episode, Andrew and Catherine crack open the idea that many of the “rules” we live by—college, career, homeownership, timelines for success—are completely made up. Some rules serve a purpose (looking...
How To Make Friends As Adults
Making friends as a grown-up isn’t as easy as it used to be. In this vulnerable and practical episode, Andrew and Catherine talk candidly about their own struggles with adult friendship—and why it's harder than it looks. From mom-friend pickup lines at the park to...
How To Manage Anger
We all get angry—but what do you do with it? In this candid episode, Andrew and Catherine explore the role of anger in our lives, especially when we’ve been taught to suppress it or feel shame for having it. They share deeply personal stories from childhood...
The Layers of Life: A Guide to Living Life With Purpose
In this episode of the Five Year You podcast, we dive into the framework we created called The Layers of Life. This model helps you understand the difference between living a life on autopilot and living a life on purpose—from your soul outward.We’ll walk you...
How To Be Your Best Friend
Feeling burnt out or constantly critical of yourself? In this episode, we explore how becoming your own best friend can radically transform your life, mindset, and self-worth. Learn how to talk to yourself with more compassion, set better boundaries, and build a life...