Hi, I’m Tosin Gentry

Before I became a coach for ambitious women and singles and after my fashion modelling days, I spent years navigating the fast-paced worlds of Private Equity and Asset Management firms. My career revolved around high-performance environments, demanding clients, and billion-dollar decisions. I checked all the boxes of “success”—yet felt increasingly disconnected from myself. But no matter how much I achieved, something was missing. I was successful on paper—yet questioning my worth, my voice, and my direction.

Walking away from corporate life wasn’t about quitting ambition; it was about choosing alignment. Through my own journey of rebuilding confidence and self-trust, I discovered that so many women—especially high-achieving women—struggle silently with the same doubts.

Now, as a confidence coach for women, I support those who are tired of shrinking, people-pleasing, and waiting for permission to feel enough. I help women reconnect with who they are, strengthen their self-belief, and create lives that feel just as good as they look.