Marketing Today With Alan Hart

In this episode, Alan and Jessica talk about the evolution of Calendly from serving solopreneurs to enterprise organizations, the success factors that have made that shift possible, how she thinks about the RIO and effectiveness of marketing spend, and balancing the need to drive results and be creative through “creative destruction.”.  Jessica Gilmartin is an amateur baker, an ex-yogurt mogul, and the new Chief Revenue Officer at the scheduling automation platform Calendly. She took her first marketing job at Dell, which prompted a move to the Bay Area, where she also started and sold a chain of yogurt stores. Before joining Calendly in 2023, Jessica was Head of Revenue Marketing at Asana and had also served as CMO of three high-growth, venture-backed startups, building their global enterprise marketing engines during rapid growth periods.  Calendly started with a basic scheduling link for individuals, but business users needed more team features, and enterprise users needed more admin an