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Ashley Osborne began their work experience as a Teaching Assistant at Barrett, The Honors College in 2018. Ashley continued in this role until 2020 while also working as a Computer Information Systems Teaching Assistant at Arizona State University - W. P. Carey School of Business from 2019 to 2020. In 2018, they also started working as a Hockey Operations Intern at the Arizona Coyotes, a position they held until 2020. In 2020, they became an Analytics Intern at Sport New South Wales for a four-month period. Ashley then joined the National Basketball Association (NBA) in 2021 as part of their NBA Future Analytics Stars Program, which lasted from August to December. Also in 2021, they started working at the Arizona Diamondbacks as a Business Analytics Intern and later transitioned to the role of Business Analyst in June 2022. Finally, starting in 2015, they worked as a Junior Skating Instructor at the Ice Den until 2018 when they were promoted to the position of Senior Figure Skating Instructor, a role they currently hold.

Ashley Osborne's education history includes completing a Master of Science (MS) degree in Business Analytics at the W. P. Carey School of Business - Arizona State University from 2021 to 2022. Prior to that, they earned a Bachelor of Science (BS) degree in Business Data Analytics and Sports Business from the same institution, also at the W. P. Carey School of Business, from 2017 to 2021. Additionally, they were enrolled in Barrett, The Honors College during the same period, where they pursued a degree in Sports Business and Business Data Analytics, though the specific focus of study is not provided.