As the Head of Strategic Partnerships at Chegg Skills, O'Connor is expanding Chegg’s footprint in the skills education and the professional certificate space. Prior to Chegg, O'Connor was an Entrepreneur in Residence at Kaplan Test Prep and the Founder/CEO of Clark (acquired by Noodle). Clark provides educators with economic opportunities by giving them software tools to start tutoring businesses and prior to its acquisition was funded by leading venture investors, including Light Speed Venture Partners and Human Ventures.

In addition to her work as an operation, O’Connor is a Venture Partner at Gutter Capital, a Reach Roadrunner for Reach Capital, and on the Impact Advisory Committee of Apollo Capital's Impact Fund. She has an MPA from NYU's Wagner School of Public Service and a BA from Santa Clara University.