how to twenty-something

Ep. 86 Becoming a self-employed twenty-something


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In this episode, I share my journey of leaving the corporate world to become self-employed at 25 and how I’ve helped other twenty-somethings do the same. I talk about the year and a half of planning that went into my transition, the challenges I faced in my first year, and the key lessons I learned along the way. We’ll explore the importance of patience, dedication, financial planning, and having a mentor to guide you through the process. You’ll hear why self-employment isn’t for everyone, but how it can be a fulfilling path for those with the right mindset and passion. If you’re dreaming of becoming self-employed in your twenties or early thirties, this episode is packed with insights to help you take the first steps toward your future.

Key Takeaways:

  • You need to become a planner of your time, goals, and finances
  • Why having a mentor is essential for navigating entrepreneurship and avoiding common pitfalls
  • Tips on balancing work, personal growth, and relationships while staying focused on long-term goals.
  • Don’t fall for the glamorized version of self-employment seen online—it’s far more challenging and fulfilling than a TikTok highlight reel

Helpful Resources: 


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


Email me: [email protected]


3 Signs it’s Time to Change Jobs: https://jessdiamondcoaching.com/job-change/ 


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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