Toby graduated from Georgetown University with plans to work in government and, one day, become Secretary of State. After a change of heart, and as a very audacious 22 year old, Toby landed himself an internship at Gilt by knocking on doors and requesting coffee meetings with anyone who would give him their time. At the end of his internship, with no permanent spot of the Gilt team available, Toby took a job in the warehouse cataloguing every item sold by Gilt Man. Eventually he made a jump over to the Gilt City team and made his way up the ladder to become the Manager of Strategy & Business Development. After leaving Gilt, Toby spent some time at other startups before joining the Pager, an on-demand service that connects patients with healthcare in their home, office or hotel. Today Pager is growing rapidly and attempting to transform our healthcare system for the better. Listen to this week's interview to hear all about Toby's career and how Pager is investing in AI to streamline the way we consume healthcare.