Jenna was a three-year letterwinner for the Prospect Knights. She broke out as a senior, setting school records for single-season batting average (.544) and doubles (13) while leading Prospect to a program-record 30 victories. She earned First Team All-Area honors from the Chicago Sun-Times, was named Second Team All-State by the Chicago Tribune, and received All-Area and All-Conference accolades from the Daily Herald. Jenna played Division 1 softball at Valparaiso University. After graduation, Jenna coached 10U and 12U travel softball.