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Jennifer Osborne has worked in the business world since 1996. Jennifer began their career as an HR Coordinator and Employment Representative for Harveys Casino Hotel (now Harrah's). Jennifer then moved on to First National Bank of Omaha as an HR Recruiter. After that, they joined Titan Medical Group, LLC as a Medical Recruiter and Division Manager. In 1999, Jennifer joined West Corporation as a Regional Sales/Channel Sales Development Manager and a Global Sales Account Executive. In 2013, they became a Corporate Account Executive for DocuSign. Jennifer then moved on to Citrix as a Field Sales Manager in 2014. In 2015, they joined TierPoint as a Senior Sales Executive and currently works at SecureSky as a Business Development/Sr Account Executive.

Jennifer Osborne obtained a BA in Psychology with a minor in Business from the University of Nebraska-Lincoln.