Stuck in your career? Feeling behind? Wondering if the thing you love could actually be your next step?
Today’s session is with Ali, a 28-year-old content writer who’s spent six years in the same lane and feels ready for a new adventure—but unsure how to find it. What we uncover together is powerful: her competitive edge has been hiding in her side hustle this whole time.
Ali runs a food Substack, wrote a cookbook with her dad, and is completely lit up by culinary storytelling—but she never saw it as part of her “real career.” Until now.
In this episode, we explore:
• How to pivot careers in 2025 without traditional experience
• Why applying to random jobs isn’t working—and what to do instead
• How to pitch yourself to the brands and industries you genuinely care about
• How to identify (and monetize) your competitive edge
• Why nervousness is often a sign you're on the right path
• How to combine content, storytelling, and community into a meaningful career
If you’re in your late 20s or early 30s wondering what’s “next,” this episode will help you see your path differently.
Want the full written breakdown + a 7-day Progress Plan?
I created an in-depth analysis of Ali’s session with daily exercises (5–20 minutes each) to help you apply these insights in your own life.
→ clairewasserman.substack.com
