DiscoverNavigating your 20sWhy You Keep Repeating the Same Cycles (and How to Break Them)
Why You Keep Repeating the Same Cycles (and How to Break Them)

Why You Keep Repeating the Same Cycles (and How to Break Them)

Update: 2025-10-21
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If you embrace it, your 20s become less about scrambling for belonging and more about choosing the right people to let in.

In your 20s, loneliness feels scary; but it can actually be the season that changes everything. In this episode of Navigating Your 20s, we dive into why seasons of loneliness are essential for growth, self discovery, and building confidence.

I unpack:

  • Why running overseas, finding a new boyfriend, or blowing up your life won’t “fix” the cycle

  • How loneliness teaches you who you are without validation from friends, guys, or family

  • The difference between chasing dopamine vs. creating genuine connection with yourself

  • How solo dates, new routines, and healthier habits help you stop rotting in bed and start thriving

  • Why this “healing season” is actually the soil where better friendships, relationships, and boundaries grow

If you’ve ever felt disconnected, stuck in the same friendship cycles, or unsure who you are without external validation; this episode will give you the tools to reframe loneliness into confidence, independence, and self trust.


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Why You Keep Repeating the Same Cycles (and How to Break Them)

Why You Keep Repeating the Same Cycles (and How to Break Them)

Jess Hugo