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John Gruber has held various roles throughout their work experience. John started their career at Beaver Visitec International as a Customer Service Representative and later became a Sales Representative. After that, they worked as a Financial Representative at Northwestern Mutual. John then joined K logix as a Business Development Representative and ObserveIT as a Sales Development Executive. In 2018, they became an Executive Recruiter at CyberCoders and worked there until 2022. John also held positions at JBC and Janou Pakter Global Executive Search as a Vice President in Executive Search. Currently, they are a Senior Consultant at Orbis.

John Gruber attended Ohio Wesleyan University from 2008 to 2009, where they pursued a Bachelor of Science (BS) degree in Political Science and Government. Later, they enrolled at Boston College from 2011 to 2015, earning a Bachelor of Arts (B.A.) degree in Corporate Systems. In addition to their formal education, John obtained a Life, Accident & Health Insurance License from the Commonwealth of Massachusetts in October 2015.