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Darren Woodson started their work experience in 1992 as a Strong Safety for the Dallas Cowboys. Darren played with the team until 2005. In 2006, they joined ESPN as an NFL Analyst and worked there until 2019. In 2017, they founded and became the CEO of CounterFind. In the same year, they also joined esrp as an Executive Vice President, until 2019 when they transitioned to the role of Partner. From 2019 to 2022, Darren served as a Spokesperson for C5 Texas. Currently, they are working as the Managing Principal for Cresa, starting in 2022.

Darren Woodson attended Arizona State University from 1987 to 1991, where they obtained a Bachelor of Arts degree in Criminal Justice.