Stop Shoulding on Yourself

Stop Shoulding on Yourself

From Living with Purpose by Simone Denny

December 3, 2025 · 32 min

About this episode

Simone explores how living by our shoulds and shouldn’ts shapes our experiences, especially in midlife, and invites listeners to question the origins of their rules.

In this episode, Simone explores how living by our shoulds and shouldn’ts quietly shapes the way we experience our lives - especially in midlife. She names the cultural moment we’re in: uncertainty, saturation, post-pandemic fatigue, and a nervous system that’s often hovering between fight, flight and freeze. From there, she unpacks how gripping tightly to what feels “safe” - our money, our work, our roles, our identities - can keep us stuck, even when we’re not truly happy. And how, in those moments, the inner dialogue of “I should…” and “I shouldn’t…” gets louder and more controlling. Simone invites you to question where your rules really come from, and whether they still feel true for who you are now. In this episode, we explore: • The collective freeze so many are feeling right now and why it’s not a personal failing but a nervous system response • The difference between healthy shoulds (aligned with your values and integrity) and pressure shoulds that keep you performing and people-pleasing • Where our shoulds come from: family expectations, school conditioning, gender roles, corporate culture, religion, social media and childhood survival strategies • How shouldn’ts act as…

People in this episode

Host: Simone

Topics covered

  • nervous system
  • inner dialogue
  • cultural expectations
  • menopause
  • midlife

Keywords

  • shoulds
  • shouldn't
  • personal growth
  • self-identity
  • emotional health

Mentioned in this episode

Places: Bali

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