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Richard Reingold has a diverse work experience, with roles ranging from VP and General Manager at WHEC-TV 10 NBC starting in 2018, to Vice President & General Manager at WCTI-TV from 2015 to 2017, and Vice President & General Manager at NBC Montana from 2012 to 2015. Richard also worked as a Director and Executive Director at Four Points Media Group, LLC from 2007 to 2011, and as a Marketing Consultant at Verve Wireless in 2011. Prior to that, they served as President and CEO of Reingold Media, LLC from 2001 to 2007. Richard also worked as a Consultant at Kuma Reality Games from 2005 to 2006, and at Zodiac Gaming from 2002 to 2005. Earlier in their career, they served as President & General Manager of WUSA-TV from 1998 to 2001, and as Vice President & Station Manager at NBC Asia from 1996 to 1998.

Richard Reingold has a Bachelor of Arts (B.A.) degree in American Studies from Union College. Richard also holds a Master of Business Administration (MBA) degree in Business Administration and Management from Northwestern University's Kellogg School of Management. Additionally, they have a Master of Science in Journalism (MSJ) degree from Columbia University's Graduate School of Journalism. However, the start and end years for these educational experiences are not provided.