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Ryan Jackson has a diverse work experience in various roles and positions. Ryan started their career at Unum as a Business Analyst from September 2002 to January 2004. Following that, they worked at L.L.Bean as a Creative from January 2004 to October 2005. Ryan then joined MPX where they held several positions, including Product Manager for MPXonline from October 2005 to March 2006, Manager of Online and Technical Services from March 2006 to May 2007, and Director of Client Services from May 2007 to September 2007. In August 2008, they became the Vice President of Client Services at MPX, a position they held until October 2010. Ryan then became the Chief Executive Officer at MPX in September 2010. Later on, they joined SFX America, LLC as the Chief Executive Officer in January 2011. Overall, Ryan Jackson has extensive experience in executive leadership, client services, and product management.

Ryan Jackson earned a Bachelor of Science degree in Business from the University of Southern Maine - School of Business between 1998 and 2001. Afterwards, they pursued a Master of Business Administration (MBA) from the same institution's School of Business, completing it between 2001 and 2002. In 2011, Ryan attended The University of Chicago Booth School of Business for an Executive Education Certificate in Business Administration and Management, General.