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Curtis Olliff has a diverse work experience spanning several decades. Curtis started their career at County of Alameda Ambulatory Care Services in 1994 as an IT Supervisor where they designed and installed a state-of-the-art network using a Windows NT infrastructure. Curtis also assisted Microsoft in testing Windows 95 in real-world conditions. In 1996, Olliff joined Ledger Systems, Inc as the VP of Engineering until 2013. Curtis then moved to Alameda County Industries in 2014, where they held the roles of Chief Technology Officer and IT Manager.

From 1988 to 1993, Curtis Olliff attended San Jose State University, where they studied Computer Engineering.