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October 24, 2025 63 mins
Delanie Fischer chats with Gen X viral content creator and entrepreneur Sherri Dindal about midlife transformation — diving into the fluidity of identity, purpose, and the realities of reinvention. Sherri opens up about her bold career pivot in her 40s, leaving behind a 26-year career as a corporate investigator to pursue entrepreneurship, and how she’s released the baggage of societal expectations while redefining what work, aging, and success truly mean to her. Discussed in this episode:  Why Staying Loyal to a Company Might Screw You Hitting the Wall of Dread and Exhaustion in Your Job Corporate Stress vs. Entrepreneurial Stress What Does “Old” Even Look Like — and Who Says? How Media Shapes Our Perception of Aging The Evolution of "Retirement" and What it Means Now What Sherri (52) Wishes She Knew at Delanie's Age (35) The First Steps Sherri Took to Build Her Business Guidance for Creators (Social Media or Otherwise) You're Never Too Old (or Too Late) to Reinvent Yourself --- If Self-Helpless has supported you, a quick 5-star rating or review (if you haven’t already) means so much! ⁠https://podcasts.apple.com/us/podcast/self-helpless/id1251196416⁠ Free goodies including The Quote Buffet and The Watch & Read List: ⁠https://www.selfhelplesspodcast.com/⁠ Ad-free episodes now available on ⁠Patreon: https://www.patreon.com/selfhelpless⁠ Your Host, Delanie Fischer:⁠ https://www.delaniefischer.com⁠ ---- Episodes related to this topic: Flip the Script on Aging: Strength, Vitality, and Purpose with 74 Year-Old Icon Babette Davis: https://www.delaniefischer.com/selfhelplesspodcast/episode/23c49ad2/flip-the-script-on-aging-strength-vitality-and-purpose-with-74-year-old-icon-babette-davis Mortality Awareness: Meaning, Motivation, and Your To-Die-For Life with Karen Salmansohn: https://www.delaniefischer.com/selfhelplesspodcast/episode/2367345e/mortality-awareness-meaning-motivation-and-your-to-die-for-life-with-karen-salmansohn It's Not Too Late To Start with Jared Champion: https://www.delaniefischer.com/selfhelplesspodcast/episode/23f7190f/its-not-too-late-to-start-with-jared-champion Is The "Dream Job" Concept A Lie? What To Look For Instead + Tips For Transitioning with HR Expert Shelby McGuire Canlas: https://www.delaniefischer.com/selfhelplesspodcast/episode/2279bacd/is-the-dream-job-concept-a-lie-what-to-look-for-instead-tips-for-transitioning-with-hr-expert-shelby-mcguire-canlas Learn more about your ad choices. Visit megaphone.fm/adchoices
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