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Len Wynder has a diverse and extensive work experience spanning multiple companies and roles. Len started their career in 2007 as a Developer Analyst at Simon and Schuster, where they worked until 2009. From there, they joined Corporation Service Company as a .Net Developer until 2012. In 2012, Len joined JPMorgan Chase as an Applications Developer and stayed until 2014. Len then transitioned to Wedgewood Pharmacy, where they initially served as a Lead Programmer Analyst from 2014 to 2022. In September 2022, Len was promoted to the role of Senior Solutions Architect at Wedgewood Pharmacy, which they currently hold.

Len Wynder attended Glassboro State College (now known as Rowan University) from 1985 to 1991. During this time, they pursued a Bachelor of Science degree in Management Information Systems.