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From 1990 to 1997, Karen McIlvenny worked as an Executive Assistant at Parsons & Whittemore. Karen then joined BearingPoint/ KPMG in 1996, working as a Site Supervisor/Executive Assistant until 2003. During this time, they also worked as an Executive Assistant at KPMG from 1998 to 2003. In 2006, they became an Administrative Assistant at Pepsi Bottling Group and worked there until 2010. From 2009 onwards, they also worked as a Licensed Real Estate Salesperson at Century 21. Finally, they worked as an Executive Assistant to the Chief Executive Officer at JRS PHARMA starting from 2010.

Karen McIlvenny attended Berkeley College, where they obtained an Associates degree. Karen also attended Mercy College, but there is no information available about the degree or field of study they pursued there.