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Craig Gould has worked in the financial services industry for over 25 years. From 1995 to 1997, they held the role of Managing Director at National Securities. Craig then moved to Olympic Cascade Financial Corp as Vice Chairman from 1997 to 2004. After that, they were the National Sales Manager at Wunderlich Securities from 2004 to 2009. From 2009 to 2012, they were President of Fintegra. Craig then served as Chief Executive Officer of Cabot Lodge Securities from 2012 to 2017. Finally, they have been President of Wentworth Management Services since 2017.

Craig Gould attended the University of Wisconsin-Madison from 1988 to 1992, where they earned a Bachelor of Arts degree.