Self-Helpless

Reinventing Midlife: Career, Identity, and Aging Your Way with Sherri Dindal


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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

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    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

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