Dare On with Jodi

The Itch You Shouldn’t Ignore—with Kaitlin Files-#149

Jodi Silverman Season 5 Episode 149

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0:00 | 29:54

You know that itch—the one deep inside that tells you something’s off or that there’s something more waiting for you? That’s not restlessness—it’s your intuition.

In this episode, Jodi sits down with attorney and entrepreneur Kaitlin Files, who shares how she turned an unexpected career detour into her most daring move yet: launching her own law firm during the pandemic.

Together, they explore:

  • How to tell the difference between fear and intuition
  • Why daring moments often begin with one simple question: Why not me?
  • The power of believing in yourself before the world does
  • And what it really takes to push through doubt and start again

If you’ve been feeling that itch for something new, this conversation will inspire you to stop ignoring it—and start daring on.

👉 RESET YOUR SELF TALK with Jodi's 7 Day Mini Reset HERE


Mentioned in this Episode:

  • Kaitlin’s law firm: Workers’ Compensation & Injury Law
  • DIY with Beth Allen (connection that brought them together)
  • “Scream Your Dream” by Cheldin Rumer

Dare of the Week: Dare to meditate. Whether it’s your first time or your hundredth, pause long enough to listen to the whisper inside.

Send me a quick note/message- what stood out in this episode!

A Retreat This September. Just for You.

Join us for the Dare On Retreat—a weekend to step away from the noise, reconnect with yourself, and spend time with incredible women. Reset before the holiday season begins and return refreshed, inspired, and more like you again. If you’ve been craving connection, growth, and something to look forward to, this is your invitation. Learn more HERE

DISCLAIMER: The commentary and opinions available on this podcast are for informational and entertainment purposes only and not for the purpose of providing medical, physical, or psychological advice. You should contact a trained medical professional before making any significant changes to your health and wellness routine and with respect to any particular issue or problem.