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

EPISODE · Oct 21, 2025 · 22 MIN

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

from Doing It Anyway · host Jess Hugo

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 cycleHow loneliness teaches you who you are without validation from friends, guys, or familyThe difference between chasing dopamine vs. creating genuine connection with yourselfHow solo dates, new routines, and healthier habits help you stop rotting in bed and start thrivingWhy this “healing season” is actually the soil where better friendships, relationships, and boundaries growIf 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.ANON QUESTIONS/THOUGHTS/FEEDBACK⁠⁠Work with me⁠⁠Instagram

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 cycleHow loneliness teaches you who you are without validation from friends, guys, or familyThe difference between chasing dopamine vs. creating genuine connection with yourselfHow solo dates, new routines, and healthier habits help you stop rotting in bed and start thrivingWhy this “healing season” is actually the soil where better friendships, relationships, and boundaries growIf 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.ANON QUESTIONS/THOUGHTS/FEEDBACK⁠⁠Work with me⁠⁠Instagram

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

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This episode is 22 minutes long.

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This episode was published on October 21, 2025.

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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...

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