Sherry May
Consultant, Venue Strategy & Talent Buying
Sherry May is a nationally respected entertainment executive with more than two decades of experience leading large-scale concert series, amphitheater operations, and venue turnarounds. She is recognized for her strategic approach to talent buying, operational leadership, sponsorship development, and stakeholder collaboration—consistently delivering profitable, audience-driven programming that strengthens both venue identity and community impact.
Before joining Conway Entertainment Group, Sherry served as Co-Director of the acclaimed Live at the Garden concert series at the Memphis Botanic Garden for 24 seasons, where she helped grow the series from its inception into one of the region’s most respected outdoor music experiences. Under her leadership, the venue expanded its programming footprint, secured major national touring artists, increased sponsorship revenue, and elevated the venue’s brand—culminating in securing naming rights for what is now known as the Radians Amphitheater.
In collaboration with Conway Entertainment Group, Sherry also most recently served as Interim General Manager of The Lerner Theatre in Elkhart, Indiana, where she partnered with the City and local stakeholders to stabilize operations, restructure staffing, enhance financial oversight, and create a sustainable programming and sponsorship plan to support long-term growth.
Her work has earned industry-wide recognition, including being named a Memphis Power Player for 12 consecutive years and one of the Memphis Business Journal’s Women to Watch. She has contributed her leadership to multiple civic and arts organizations, including serving as Treasurer on the Board of The Blues Foundation and the board of director for Memphis Convention & Visitors Bureau.
At Conway Entertainment Group, Sherry specializes in venue strategy, talent buying, pricing models, and sponsorship frameworks, working directly with amphitheaters, theaters, municipalities, universities, and private venue operators to build sustainable programming pipelines and maximize revenue potential.
