Chasing the wrong finish line can look like success on the outside and feel like emptiness on the inside. In this conversation, Tonya Kubo and Gwen Bortner unpack why so many leaders, especially women entrepreneurs, find themselves pursuing goals that were never truly their own. They explore the emotional cost of inherited definitions of success—from industry standards to old versions of ourselves—and how to recognize when your heart is no longer in the race. Through honest reflections and practical insights, they show how clarity, alignment, and better self-questioning can help you redraw your finish line and run toward what genuinely matters.