how to twenty-something

Ep. 68 Stop Should-ing All Over Yourself


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In this episode of "How to Twenty-Something," I address the common issue of "shoulding" on ourselves – the tendency to set unrealistic expectations based on societal pressures or comparisons to others. I discuss how this mindset can lead to feelings of inadequacy, stress, and low self-esteem. Throughout the episode, I offer strategies to reframe these thoughts and focus on personal growth and individual paths. Key topics include understanding the root of "should" statements, the impact of social media on our perceptions, and how to shift from "should" to "could" thinking.

Key Takeaways:

  • Recognize that "shoulding" often stems from unrealistic expectations and comparisons
  • Understand that everyone's life path is different and valid
  • Reframe "should" statements to "could" statements to open up possibilities
  • Focus on personal values and desires rather than external expectations
  • Limit social media consumption to reduce unhealthy comparisons
  • Practice self-compassion and acknowledge that you're always "on time" for your own life

Helpful Resources: 


Let’s chat: https://calendly.com/coach_jessdiamond/success 


Email me: [email protected]


Confidence PDF:  https://jessdiamondcoaching.com/confidence/ 


Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 


Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 


Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic 

Music Promoted by https://www.free-stock-music.com

Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US 

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how to twenty-somethingBy Jess Diamond

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