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Rolf O'Grady has a diverse work experience spanning several companies and roles. Starting in 1995, they worked at Anixter as a Systems Engineering Manager until 2000. In 2002, they moved to Digital Fountain as a System Engineer. Rolf then joined Juniper Networks in 2003 as a System Engineering Manager in the West Region. From 2005 to 2007, Rolf held the position of Director of Systems Engineering at Applied Identity, and later became Vice President of Engineering and Technical Services until 2010. In 2010, Rolf joined Juniper Networks again, this time as the Director of Systems Engineering - West Enterprise Sales. In the same year, they briefly worked at Ankeena Networks as a Solutions Architect. From 2014 to 2021, they assumed the role of Director, Center of Excellence Cloud Builders at Juniper Networks, where they led the Cloud Building Center of Excellence in the Americas. In 2019, they joined Mocana Corporation as Vice President of Customer Success, a position they held until 2020. From 2021 to 2023, Rolf served as the Senior Director of Tech Alliances at Netskope. Currently, they are the Vice President of Customer Success at SecLytics. Overall, Rolf O'Grady's work experience showcases their expertise in customer success, technical alliances, systems engineering, and cloud networking infrastructure.

Rolf O'Grady pursued their undergraduate studies from 1982 to 1987 at Texas Wesleyan University. During this time, they obtained a Bachelor of Science degree with a major in Mathematics.