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Tyler Siwy has a diverse work experience in various roles and industries. Tyler started their career at CSD in 2010 as an Inside Sales representative, where they stayed until 2014. Tyler then joined Derrick Corporation as a Craftsman from 2011 to 2014. In 2014, they joined DiscoverOrg as a Sales Development Rep, responsible for changing the way companies reach decision makers. Tyler worked at DiscoverOrg for two years before moving on to Outreach.io in 2016, where they served as a Sales Development Team Lead for six months. In 2017, they took on the role of Sales Development Manager at DiscoverOrg for three months before joining Simcona Electronics Corporation as a Field Account Manager, where they currently work.

Tyler Siwy attended Hilbert College from 2010 to 2014, where they studied Business Administration and Management, with a focus on General business. It is not clear if they completed a degree program at Hilbert College as the degree name is not specified.