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Blair Day has a diverse work experience in the telecommunications and media industries. They have held various leadership roles in notable companies such as WOW! Internet, Cable & Phone, aioTV Inc., Myspace TV (Now Xumo), Connected Lyfe, Bell Aliant, TV Anywhere, and Eastlink. Throughout their career, they have demonstrated expertise in product engineering, content alliances, strategy development, and general management. They have also led teams in product management, strategic planning, forecasting, and project management. Blair Day's experience spans over 20 years, showcasing their strong industry knowledge and leadership skills.

Blair Day attended Acadia University from 1990 to 1994, where the degree name and field of study are not specified. In 2017, Blair attended Stanford University and completed studies in the field of Machine Learning in 2018.