The Leap Dilemma: How Founders Know When to Go All In

Welcome back to High Agency Women - and today, we’re diving into another Yeah, But How? episode, this time exploring what we’re calling the leap dilemma.We’re joined by two powerhouse founders who know exactly what it means to take the plunge: Camille Goldstone-Henry, Founder and CEO of Xylo Systems, and Grace Toombs, Founder of June Health. Together, they unpack the question every aspiring entrepreneur faces - how do you know when it’s the right time to take the leap and work on your startup full-time?What makes this conversation so compelling is that both Camille and Grace come from non-traditional business backgrounds. Camille began her career as a conservation scientist, while Grace was deep in the academic world of medicine before pivoting to build her own company. They’re both proud First Nations women, Startmate alumni, and leaders driven by purpose and impact.For Camille, that mission is protecting global biodiversity through tech innovation. For Grace, it’s redesigning women’s healthcare - restoring dignity, access, and agency from first period to final bleed.Camille has been recognised as a Women’s Weekly Women of the Future award-winner for her cloud-based platform connecting conservation projects worldwide, while Grace has been celebrated in Marie Claire as Changemaker of the Month for her bold reimagining of healthcare systems (just casually). It’s a rich, honest, and inspiring conversation about risk, timing, identity, and what it really means to back yourself - even when the path isn’t obvious.With pleasure, here’s Camille Goldstone-Henry and Grace Toombs. This episode was sponsored by Blackbird.