331 | 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

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