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Phillip Winkler has a diverse work experience spanning multiple industries. Phillip started their career as an Independent Contractor at College Pathways in 2008. From 2008 to 2009, they worked as an Assistant Editor and IT Advisor at SJCOE Productions. In 2011, they became a Tutor III at San Joaquin Delta College until 2013. At the same time, from 2012 to 2013, they also worked as a Tutor at Tavalin Tutoring. Phillip then joined Sylvan Learning as a Temporary Instructor from July 2014 to July 2014. Phillip worked as a Learning Assistant at California State University, Sacramento from 2013 to 2015. In 2015, they joined Club Z! of Stockton, Lodi, Linden as a Lead Tutor and Educational Consultant until 2017. From 2017 to 2018, they served as the Assistant Director at the same company. In 2018, they started working at Michael David Winery as a Tasting Room Lead until 2019. Phillip then became a Hospitality Supervisor at the winery from 2019 to 2021. Moving on, they worked as a Client Trainer at WineDirect from 2020 to 2021. After that, they became the Manager of Client Support at WineDirect from 2021 to 2022. Currently, Phillip is employed at WineDirect as the Director of Client Success, overseeing various teams and driving process improvements.

Phillip Winkler began their education in 2009 when they attended San Joaquin Delta College. Phillip completed their Associate of Science degree in Mathematics/Physics Science in 2012. Afterward, from 2012 to 2015, they enrolled at California State University-Sacramento where they pursued a field of study in Physics, specifically focusing on Teacher Preparation Concentration. However, no specific degree name is provided for this period.