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Kaleeg Hainsworth has a diverse work experience, beginning with their current role as CEO & Founder of Legible, a browser-based eBook reading platform. Prior to this, they were the Chief Executive Officer at Bright Wing Media from 2010 to 2020. In 2017, Kaleeg took on the role of Lecturer in Spiritual Ecology at Catholic Pacific College, and from 2016 to 2017 they were the Editor at St. Katherine Review. Finally, from 2002 to 2016, Kaleeg served as Senior Priest / Pastor at All Saints of Alaska Orthodox Church, where they founded and grew a mission from four people to over 140.

Kaleeg Hainsworth attended The University of British Columbia from 1993 to 1996, where they earned a Bachelor of Arts (BA) Honours in English Language and Literature, General. Kaleeg then went on to St. Vladimir's Orthodox Theological Seminary from 1999 to 2002, where they earned a Master of Divinity (MDiv) in Theirtory, Theology, Philosophy, Ancient literature, Greek, Russian, Hebrew, and Liturgical development. Kaleeg also holds a Master of Divinity - MDiv from St. Vladimir's Orthodox Theological Seminary, with a focus on Theirtory, Ancient literature, Sociology, pastoral care, leadership.