
Tara May
Board of Directors
Tara started as CEO of Aspiritech in April 2022. Prior to joining Aspiritech, Tara was EVP of Media & Chief Digital Officer at Winsight, as well as VP of Content and Product Strategy for Patch Media. She helped launch 900 hyperlocal sites for the AOL network, not to mention a digital reverse-published local news product for the Chicago Tribune.
Tara’s career is focused on using technology and product innovation to drive growth. She is a sought-after speaker on user experience and digital transformation. She’s overseen large and small teams, with a focus on career development and leading with kindness. She resides in Lake County with her husband and teen and young adult children. She is personally committed to embracing neurodiversity in all aspects of work and life.
Tara joined the KEEN Chicago Board of Directors in December 2025.


