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Cheryl Brennan has a comprehensive work experience spanning over several positions and companies. Cheryl began their career as a Supervisor at Stratford Athletic Club in 1988 and worked there until 1992. Cheryl then joined Ernst & Young as a Staff Accountant from 1992 to 1994.

In 1994, Cheryl joined FlexiInternational Software as an AVP Client Services, where they served for almost 11 years. During their tenure, they held various positions, starting in the accounting department. Cheryl later became the Director of Client Services from January 2004 to October 2005.

In 2009, Cheryl joined Sectra N.A. as a PACS/RIS Project Manager and worked in that role until 2010. Cheryl then became the Director of Deployment, managing a team of project managers and ensuring timely and budgeted project delivery across North America. From February 2013 to 2016, they served as the Vice President of Professional Services at Sectra N.A., overseeing all professional services resources and assisting with sales closures.

From 2016 onwards, Cheryl worked at Stova (formerly Aventri) and etouches concurrently. At Stova, they held the role of Sr. Director Global Professional Services Operations from June 2016 to September 2021. Additionally, they served as the VP of Professional Services from May 2016 and then again from August 2021, with no specified end dates. At etouches, Cheryl was the Director of Professional Services NA from May 2016 to an unspecified end date, and subsequently became the Sr. Director of Global Professional Services Operations from June 2017 to January 2022.

Throughout their career, Cheryl has demonstrated their expertise in professional services management, project delivery, customer satisfaction, and financial coordination.

Cheryl Brennan's education history includes an MBA degree in Management from Sacred Heart University which they obtained from 2008 to 2011. Prior to that, they earned a Bachelor's degree in Accounting from the same university in 1992. Cheryl also attended Shelton High School, although specific details such as start and end years, degree name, and field of study are not provided. In addition to their formal education, Cheryl obtained a certification in "Hiring an Employee for Managers" from LinkedIn in December 2021.