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Jason Brann has a diverse work experience, starting in 2007 as a National Sales Manager at Echo Global Logistics. Jason later became the Sales Manager and worked there until 2011. In the same year, they joined Nicolet Staffing as the President and stayed in that position for an undisclosed period. In 2011, they also took on the role of Vice President of Sales at Staffworks Group. In 2013, Brann was promoted to Chief Operating Officer at Staffworks Group and held that position until 2018. Jason then became the President of Staffworks Group and also took on the role of President at SourcePoint Staffing in 2023.

Jason Brann has a Master of Business Administration (MBA) degree from Jack Welch Management Institute, which they obtained between 2021 and 2022. Jason also holds a Professional Certificate in Organizational Inclusion and Diversity from Michigan State University, although the specific dates of their study are not provided. Prior to that, from 2001 to 2005, they attended Western Michigan University - Haworth College of Business, where they obtained a degree in Business Management. In addition to their formal education, Jason Brann has obtained certifications such as Insurance Agent (Health, Property, Casualty) and Insurance Agent (Accident, Health, Life, Variable Life & Variable Annuities) from Farmers Insurance in July 2021.