Designing a Life & Career That Actually Lights You Up: Navigating the Messy Middle w/ Sarah Singer
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Today I’m joined by Sarah Singer, a career + life design coach who left a six-figure path in global mental health and nonprofit work after Covid forced her to slow down and actually face what achievement was covering up.
We talk about the real truth of career pivots, entrepreneurship, and what Sarah calls the messy middle — the in-between season where you’re outgrowing your old identity, questioning everything, and trying to build what’s next without spiraling.
Inside this conversation, we go deep on:
- The grief, guilt, and identity shift that comes with leaving a career you worked hard for
- Why “taking the leap” is rarely one leap — it’s 20 more cliffs
- Nervous system safety + why you can’t create clearly when you’re in dysregulation
- How Sarah helps women pivot careers, switch industries, or start purpose-driven businesses without blowing up their life impulsively
- Burnout as a signal vs burnout as escapism — and how to tell the difference
- Sarah’s “broaden the aperture” approach to finding aligned work beyond the obvious next step
- What “designing your life” actually means (and a simple journaling practice to start today)
If you’re a high-achieving woman who’s successful on the outside but feels misaligned, burnt out, or called to more, this episode is your permission slip to slow down, get honest, and start making moves.
Connect with Sarah on Instagram
Visit her website here
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