Ashley Baxter

In this conversation, Ashley Baxter, the founder of With Jack, shares her journey of transforming a failed insurance business into a lifeline for UK freelancers. She discusses the unique challenges of creating tailored insurance solutions and improving onboarding experiences. Ashley reflects on using her freelance photography profits to kickstart her venture and the emotional hurdles she faced while taking over her father's legacy. The importance of innovation in regulated industries and the balance between competition and personal growth also take center stage.