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Matthew Jennings has been in the workforce since 2014. Matthew began their career as Co-founder of Me2 LLC in 2014. In 2015, they became the Founder of BrightSpot Marketing LLC, where they advised clients on best marketing tools for their business and helped plan and execute marketing strategies. In 2016, they worked as a QA Tester (Contractor) for Higher Learning Technologies. Since 2017, they have been working as a Customer Development for GoDaddy.

Matthew Jennings attended the University of Iowa from 2012 to 2014, where they earned a Bachelor's degree in Marketing/Marketing Management, General. In 2015, they attended the University of Iowa's Venture School Program and graduated with a Venture School Graduate degree.