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Reagan Jackson has a diverse work experience, primarily as a business owner. In 2009, they started their own company called CEO Technologies, which specializes in technology solutions. Reagan later ventured into the data center industry with the establishment of Crosspoint Data Centers in 2016. In 2017, Reagan founded Nalcom Wireless Communications, Inc., a company focused on wireless communication solutions, and East Texas Broadband, offering broadband services. Alongside their entrepreneurial ventures, Reagan also served as a Principle at SHIFTSPIN.com, a role they have held since 2011. Additionally, they have been the Owner of CEO Security since 2010. Overall, Reagan has demonstrated their expertise in various industries and has a strong entrepreneurial spirit.

Reagan Jackson attended Abilene Christian University from 2000 to 2001, but did not complete a degree or have a specific field of study during that time. Following that, from 2001 to 2004, Reagan attended Arizona State University and obtained a Bachelor of Arts degree in Communications.