1. EachPod

Feeling Like I'm Failing

Author
Andrew Dewar and Catherine Collins
Published
Wed 10 Sep 2025
Episode Link
https://fiveyearyou.com/podcast/feeling-like-im-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 just means you’re in a season of healing, not a verdict on who you are.

Expect reframes, gentle tactics for the “I’m behind” spiral, and a reminder that asking for help is a gift you give other people, too.

Key takeaways

  • Worth ≠ productivity. North American culture often ties identity to output; this season invites you to uncouple the two.
  • Asking for help is pro-connection, not weak. You let loved ones feel useful and deepen bonds when you receive.
  • Reframe “failure” as a phase. Rest, rehab, and regrouping are progress—just a different speed.
  • Contrast creates clarity. Hard seasons sharpen gratitude and reveal what really matters.
  • Interrupt the spiral. When “I’m failing” hits, use a simple, external plan to change state (temperature, movement, environment).

Practical tools you can use today

  • The 3-step spiral interrupter

  1. Tend the body: pain meds/tea/ice or heat, shower, fresh air.
  2. Change state: 30-minute recharge alone, short comedy clip, music, or a brisk walk.
  3. Micro-plan: one tiny win (email, stretch, refill water), then reassess.

  • Ask like a giver: “Could you help me with X?” → remember you’re offering someone the gift of helping.
  • Reverse-compare: stop looking only ahead; look back at how far you’ve come.
  • Temperature hack: cold pack to neck/face or warm shower to reset your nervous system.
  • 10–10 List: write 10 things you did do today + 10 things you’re grateful for (including your body doing basics).
  • Best-friend filter: Would you say that harsh thought to your favorite person? If not, rephrase it with kindness.

Try this (5-minute prompt)

Write a note to yourself that starts:

“I’m not failing—I’m healing. If a friend were in my exact spot, I’d tell them…”
Finish the sentence. Read it out loud.

Resources mentioned & related

  • Feelings Wheel – pinpoint what you’re actually feeling to respond better.
  • Self-Compassion (Kristin Neff) – simple practices to treat yourself like a friend.
  • Open Path Collective – affordable therapy options.
  • The Wealthy Barber – a gentle, story-driven intro to money basics (ties into our recent money series).

📧 Questions or need a nudge? [email protected]

🌐 More episodes & freebies: fiveyearyou.com

📸 Hang with us on IG: @fiveyearyou

Memorable lines

  • “Slowing down doesn’t mean you’re failing—it means you’re healing what needs care.”
  • “Asking for help is a gift. You’re letting someone you love feel useful.”
  • “You’re not behind; you’re in a different chapter.”
  • “Look back for proof, not just forward for gaps.”

Glimmers (the little sparkly things)

  • Andrew: The unexpected closeness with his dad & being cared for by his people.
  • Cat: A full, memorable summer with the kids—and the flexibility to be there for family (and for Andrew).

If you’re having a tougher time

If thoughts of self-harm or hopelessness creep in, please reach out:

  • 988 (US) Suicide & Crisis Lifeline
  • Talk Suicide Canada: 1-833-456-4566 or 45645 (text, 4pm–midnight ET)
  • You deserve support, right now.

Support the show

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Affiliate note: As Amazon Associates, we earn from qualifying purchases (Store ID: amp09-20 | Tracking ID: 5yy-20).

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