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June 9, 2025 30 mins

Starting something new—whether it’s launching a business, switching careers, or choosing the road less travelled—comes with excitement, vision, and hope. But behind every bold move are moments of doubt, fear, and unexpected challenges no one really prepares you for.

In this episode, we sit down to unpack the things we wish we knew before we began. The hard truths. The silent struggles. The stuff that doesn’t make it to the highlight reel. We talk about:

  • Why no one warns you how hard it will actually feel

  • The mental health dip that comes with leaving stability

  • How lonely and misunderstood the journey can be

  • Learning to ride the emotional rollercoaster of slow seasons and burnout

  • Why passion isn’t enough—and what actually keeps you going

Whether you’re just starting out or deep in the middle of figuring it all out, this episode is your reminder that you’re not alone—and you’re not doing it wrong. Building something real is messy. But it’s also brave. And it’s worth it.

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