Why You Never Feel Ready to Leave The Life You've Outgrown | E84 episode artwork

EPISODE · Feb 16, 2026 · 25 MIN

Why You Never Feel Ready to Leave The Life You've Outgrown | E84

from Working Towards Our Purpose · host Pleasant Podcasts

Want to make a change but feel like you're not ready? In this episode, I dive into the question: How do you know if you’re ready to leave the life you’ve outgrown? The short answer is, you'll likely never "feel ready", but it doesn't mean you should let that hold you back. I break down the difference between feeling unsafe or just uncomfortable. If you’re reaching outside your comfort zone, this episode will encourage you this feeling of "not ready" is normal and you don't have to let it hold you back. You are capable of more than you think.✨ FREE GUIDE: Soften Your Inner Critic in 7 Days: A Guide to Stop Getting In Your Own WaySupport my friend Events By Carrie📍 Timestamps:00:00 –  Check-In01:10 – Why You Never Feel Ready to Change02:24 – My Experiences03:46 – Why We Feel Uncomfortable 05:19 – Being Outside Your Comfort Zone06:14 – What I’ve Learned from Taking Leaps08:04 – The Power of Support09:32 – You Don't Have To Plan It All Out10:38 – Looking for Signs You’re Ready11:48 – How to Tell If You’re Ready (Unsafe vs Uncomfortable)16:18 – How I Made My Transitions21:32 – Final Takeaways24:37 – Free Guide 💡Key TakeawaysIn this episode you'll learn:Most people never feel ready enough Discomfort is a sign of growthKnowing if you’re ready means separating unsafe from uncomfortableSupport will often come from unexpected placesPlanning is helpful, but you’ll never have every answerYou’re more capable than you thinkPushing through imposter syndromeNew challenges get easier the more you take actionTrust your driveYour capability and support network are bigger than you think 🚀 Start Here If You’re New1. Overcoming Imposter Syndrome: How to Trust Your Success as a High-Achiever | EP 452. Overcoming Others' Expectations: 3 Stages to Living an Authentic Life | EP 483. Should You Quit Your Job? How to Know When it’s Time for a Career Pivot | EP 39 👥How To ConnectWorkingtowardsourpurpose.comWatch on YouTubeSubstackInstagramLinkedInWTOP MerchFeedback Form WTOP.com

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Why You Never Feel Ready to Leave The Life You've Outgrown | E84

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This episode was published on February 16, 2026.

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