SHOW / EPISODE

#139 When Life Doesn't Go According to Plan

35m | Jul 13, 2026

No matter how much we plan, prepare, and work hard, life doesn't always go the way we expect. Trust me...I know.

In today's episode, I'm sharing a lesson I'm currently learning in real time. Recently, something didn't work out the way I hoped, and I found myself frustrated, disappointed, and questioning everything. Whether you've been rejected from a job, didn't get the internship, failed a test, missed a goal, or simply watched your plans fall apart, this episode is for you.

We'll talk about:

  • Why you can do everything "right" and still not get the outcome you wanted
  • The importance of feeling your emotions instead of suppressing them
  • Why failure isn't a reflection of your worth
  • How to stop letting fear of other people's opinions control your life
  • Finding lessons in life's disappointments
  • Learning to surrender when things are outside your control


If you're walking through a season of uncertainty or disappointment, I hope this episode reminds you that you're not alone.


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This show is for educational and entertainment purposes only. This is not a replacement for diagnosis or treatment.


Timestamps:

  • 0:16 — Becca introduces the episode and shares a recent disappointing experience
  • 0:46 — Why she turns to podcasts during hard moments
  • 1:15 — Talking about life not going according to plan
  • 1:37 — The pressure Type A personalities feel to plan everything
  • 1:55 — The illusion that planning guarantees outcomes
  • 2:23 — Examples of plans that can fall apart: school, jobs, relationships, and more
  • 3:05 — Reframing disappointment as a lesson or redirection
  • 3:27 — The emotions that come after a setback
  • 4:16 — Comparing self-doubt and fear of judgment
  • 4:45 — Feelings are information, not identity
  • 5:57 — Why we question ourselves when things don’t go as planned
  • 6:18 — Reframing failure as a speed bump
  • 7:09 — Feelings don’t disappear instantly
  • 8:48 — “Failing forward” and why that phrase can feel hard to hear
  • 9:18 — Failure as life lessons instead of a final verdict
  • 10:32 — Questions to ask after a disappointment
  • 11:56 — Approaching mistakes with curiosity instead of shame
  • 12:44 — Moving forward without fear
  • 13:19 — Changing the meaning of failure into a mini lesson
  • 14:04 — Surrender, patience, and letting go of attachment to outcomes
  • 15:37 — Preparing differently instead of just preparing more
  • 16:59 — Relationship patterns and looking at behaviors, not just words
  • 18:42 — Taking a break from dating when needed
  • 19:40 — Planning is a gift, but flexibility matters
  • 20:51 — Making space for unexpected changes
  • 21:48 — Becca’s reflections on this year’s uncertainty
  • 23:14 — Learning to surrender and keep options open
  • 24:49 — Why being too attached to one outcome can wreck your world
  • 25:35 — The possibility that something better is ahead
  • 26:34 — Letting go of the need for other people’s approval
  • 27:26 — Practical steps: feel the emotions first
  • 28:57 — Reflect on what can be learned
  • 29:27 — Reframe failure as a speed bump
  • 30:14 — Keep moving forward
  • 30:42 — Journal prompts for reflection
  • 31:33 — A personal example: basketball, failure, and what came next
  • 33:36 — Final encouragement: you are not a failure, you just hit a speed bump


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