250. Failure, Comparison, and The Bitter B Trap episode artwork

EPISODE · May 12, 2026 · 39 MIN

250. Failure, Comparison, and The Bitter B Trap

from The Heather Sager Show · host Heather Sager

You're not failing. But I'd bet good money you walk around feeling like you are.I’m not talking about the obvious kind of failure… a flopped launch or a missed goal… today we’re talking about the quieter kind of failure: A low-grade hum of "I should be further along by now." The spiral that starts the second something doesn't go the way you planned. The way you measure your right-now self against the highlight reel of your past self AND the fantasy version of your future self, simultaneously, which means no matter what you do, present-tense you is always losing. This episode digs into:–  why driven, high-achieving leaders are the most susceptible to this pattern–  how the questions you ask yourself after something goes wrong are either pulling you up or drowning you– the one question I've used for fifteen years to get out of any hard season, in business, in health, in parenting. — a hard look at whether or not your messaging is attracting the very person you don’t want to work withBy the end of this, you'll know exactly what's keeping you stuck in the feeling of failure, and have a simple shift to start moving out of it today.EPISODE LINKS & RESOURCES:📚 Failing Forward by John Maxwell, available wherever books are sold🎧 Hint of Hustle episode 152: Make this Shift With Your Language to Operate Like 7 Figure CEO (aka ask better questions) Send me a note📣 WORK WITH HEATHER  → https://heathersager.com/📧  Get the Hint of Heather NEWSLETTER → https://heathersager.com/newsletterConnect on Social:Instagram: https://www.instagram.com/theheathersager/LinkedIn: https://www.linkedin.com/in/heathermsager/YouTube: https://www.youtube.com/HeatherSagerSUBSCRIBE & REVIEWIf this episode hit home, I'd be so grateful if you took a second to subscribe and leave a review on Apple Podcasts. It helps more people find the show.  Thanks for tuning in to the Hint of Hustle podcast! See you next week!

Episode metadata supplied by the publisher feed · Published May 12, 2026

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You're not failing. But I'd bet good money you walk around feeling like you are. I’m not talking about the obvious kind of failure… a flopped launch or a missed goal… today we’re talking about the quieter kind of failure: A low-grade hum of "I should be further along by now." The spiral that starts the second something doesn't go the way you planned. The way you measure your right-now self against the highlight reel of your past self AND the fantasy version of your future self, simultaneo...

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250. Failure, Comparison, and The Bitter B Trap

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This episode was published on May 12, 2026.

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