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Jeff Riley began their career in 1986 as a Branch Manager at Vector Marketing. In 1989, they moved to Digital Equipment Corporation as a Product Manager. In 1993, Jeff joined RR Donnelley & Sons as a Sr. Product Manager. After three years, they moved to Microsoft as a General Manager of Business Solutions. In 2004, Jeff became the CEO of Dinerware. In 2017, they joined Corum Group Ltd. as Vice President of Mergers & Acquisitions, where they educated hundreds of software business owners on M&A best practices and worked directly with dozens of entrepreneurs on the sale of their business. In 2018, they became the Director of CV Motion Technology, providing team leadership to a small and focused group of engineering and business professionals with a revolutionary power conversion technology. In 2018, Jeff also became the CEO of Retail Management Hero, where they were responsible for leading the executive team and overseeing the company's operational strategies and plans to successfully grow the business domestically and internationally, with a primary focus on customer success and partnership development. In 2022, Jeff took on the role of CEO at PlaceFull.

Jeff Riley attended Babson College from 1985 to 1989, where they earned a BSBA with a double major in MIS and Communications.