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If you're stuck in a spiral of overthinking — replaying conversations, asking 15 friends what to do, imagining every worst-case scenario — this episode will feel like a deep exhale. Overthinking isn't you being "careful." It's a self-trust deficit. And that is a skill gap, not a character flaw. In this episode, I break down:
• Why anxious rumination feels so real and so urgent • How patriarchy, people-pleasing, and fear of rejection trained you not to trust yourself • The difference between careful planning and dress rehearsing tragedy • Why outsourcing decisions to friends keeps you stuck • What self-trust actually is (and why it's messy, imperfect, and learnable) • Tiny, doable steps to rebuild your self-trust today • How this plays out in dating, boundaries, and big life decisions • A framework to stop overthinking and start acting from your gut
If you've been doubting yourself for years — in your dating life, your friendships, your career, your boundaries — this episode will teach you how to finally have your own back. Self-trust is a skill. And you're about to learn it.
Work with Lily
✨ Main Character Life Mastermind — Applications Opening soon!Sign up for my free training-- Stop People Pleasing and Build a Stupidly Joyful Life-- on Dec 3rd to be the first to apply. RSVP HERE 📚 Read my book — Thank You, More PleaseA feminist guide to breaking dumb dating rules and finding love Order here: https://datebrazen.com/book
Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website
By Lily Womble4.8
154154 ratings
If you're stuck in a spiral of overthinking — replaying conversations, asking 15 friends what to do, imagining every worst-case scenario — this episode will feel like a deep exhale. Overthinking isn't you being "careful." It's a self-trust deficit. And that is a skill gap, not a character flaw. In this episode, I break down:
• Why anxious rumination feels so real and so urgent • How patriarchy, people-pleasing, and fear of rejection trained you not to trust yourself • The difference between careful planning and dress rehearsing tragedy • Why outsourcing decisions to friends keeps you stuck • What self-trust actually is (and why it's messy, imperfect, and learnable) • Tiny, doable steps to rebuild your self-trust today • How this plays out in dating, boundaries, and big life decisions • A framework to stop overthinking and start acting from your gut
If you've been doubting yourself for years — in your dating life, your friendships, your career, your boundaries — this episode will teach you how to finally have your own back. Self-trust is a skill. And you're about to learn it.
Work with Lily
✨ Main Character Life Mastermind — Applications Opening soon!Sign up for my free training-- Stop People Pleasing and Build a Stupidly Joyful Life-- on Dec 3rd to be the first to apply. RSVP HERE 📚 Read my book — Thank You, More PleaseA feminist guide to breaking dumb dating rules and finding love Order here: https://datebrazen.com/book
Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website

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