Ep. 164: The Habit of Second Guessing (and how to break it) episode artwork

EPISODE · Feb 12, 2026 · 19 MIN

Ep. 164: The Habit of Second Guessing (and how to break it)

from Maybe I Can® with Debbie Weiss · host Debbie Weiss

Send us Fan MailIn this episode of the Maybe I Can Podcast, I talk about something I know many of us struggle with — second guessing ourselves after a decision has already been made.I share personal stories about decisions that carried enormous emotional weight in my life — from financial choices in my marriage, to putting my beloved dog Yogi to sleep, to a painful decision involving my late husband that I questioned for a long time afterward.Second guessing doesn’t mean we’re weak or bad at making decisions. Often, it’s a learned response — especially for women who have carried emotional responsibility for others. We anticipate reactions. We try to prevent fallout. We crave certainty.If you’ve been replaying a decision in your mind lately, this conversation is for you.Remember — you made the best decision you could with the information you had at the time.Maybe you can trust yourself more than you think.Support the show🌸✨ WELCOME — START HERE ✨🌸 (Consider this your gentle nudge toward something new.)💖 NEW! The Sprinkle Effect™ Card Deck 52 small mindset shifts to help you reconnect, refocus, and rediscover joy — one sprinkle at a time. 👉 https://bit.ly/4pUvreV📘 NEW! The Sprinkle Effect™ Book Small sprinkles. Big change. This is where the magic begins. 👉 https://www.debbierweiss.com/thesprinkleeffect🌱 FREE GIFT FOR YOU Kickstart Your New Life A simple, life-changing workbook for women ready to turn the page and begin again — gently. ✨ Download here: https://www.debbierweiss.com/kickstart🌸 READY TO GO DEEPER? 🌸 Maybe I Can: Begin to Change Your Life Course A six-module journey designed to help you move through life transitions with clarity, courage, and confidence — at your own pace, with lifetime access. 👉 https://www.debbierweiss.com/beginchange🤍 WORK WITH ME From speaking and workshops to coaching and collaborations — explore all the ways we can sprinkle forward together. 👉 https://www.debbierweiss.com/workwithdebbie...

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Send us Fan Mail In this episode of the Maybe I Can Podcast, I talk about something I know many of us struggle with — second guessing ourselves after a decision has already been made. I share personal stories about decisions that carried enormous emotional weight in my life — from financial choices in my marriage, to putting my beloved dog Yogi to sleep, to a painful decision involving my late husband that I questioned for a long time afterward. Second guessing doesn’t mean we’re weak or bad ...

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Ep. 164: The Habit of Second Guessing (and how to break it)

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