Episode Details
Back to Episodes331 | figuring out what you really want & the self talk you need to make it happen: olivia tati's journey from engineer to world traveler, real estate investor & coach
Description
What if you’re not actually lost—you’ve just spent so much time doing what you’re “supposed” to do that you’ve forgotten to ask yourself what you actually want?
In this episode of Free & Well, I’m talking with Olivia Tati about what it really looks like to create a life that feels aligned, fulfilling, and genuinely yours. We talk about the pressure high-achieving women put on themselves to have the perfect career, plan, timeline, and identity—and what happens when you realize the life you built on paper doesn’t actually feel like the life you want to live.
Olivia shares how she went from corporate engineering and $25,000 of credit card debt to entrepreneurship, real estate investing, coaching, and intentionally creating a life around freedom and purpose.
We dive into people-pleasing, identity, self-worth, perfectionism, fear, analysis paralysis, and the pressure to have everything figured out before taking the first step.
You’ll learn why you don’t need to hit rock bottom to change your life, why clarity often comes from experimenting instead of thinking harder, how the way you talk to yourself affects what you believe is possible, and how to stop overwhelming yourself with the entire staircase when you only need to take the next step.
If you’re an ambitious woman in your 20s who looks like she’s doing everything “right” but secretly feels anxious, stuck, or unsure whether the life you’re building is actually yours, this conversation is for you.
You don’t need the entire plan.
You just need permission to listen to yourself—and take the next step.
HIGHLIGHTS |
00:00 — You’re Not Lost—You’re Overwhelmed
Why high-achieving women can struggle to hear what they actually want.
02:36 — From High Achiever to Burnout
What happens when success on paper doesn’t feel fulfilling.
08:35 — You Don’t Need to Hit Rock Bottom to Change
Why you’re allowed to want something different before everything falls apart.
10:27 — What to Do When You Feel Stuck
How to keep moving when you can’t see results yet.
13:16 — Stop Asking “What Should I Want?”
A simple question to reconnect with what you actually want.
16:33 — When You’ve Done Everything “Right” but Still Feel Unfulfilled
Breaking free from expectations, people-pleasing, and someone else’s definition of success.
20:19 — The Self-Talk That Keeps You Stuck
How your beliefs about yourself can shape your confidence and what feels possible.
23:18 — Stop Putting Other Women on a Pedestal
How comparison and self-doubt can keep you from going after what you want.
28:22 — How to Stop Overthinking Your Next Step
Why you don’t need the whole plan—you just need the next step.
32:43 — Are You Chasing This or Proving Yourself?
How to tell the difference between authentic ambition and achievement driven by insecurity.
34:30 — Creating a Life That Actually Feels Like Yours
A reminder that life can be lighter, freer, and more fun.
START HERE |
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