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Sean R. Callagy is an experienced entrepreneur and attorney with several successful ventures under their belt. In 2004, they founded Callagy Training & Development, which they ran until 2019. In 2005, they founded Callagy Law, where they served as owner, president, and attorney. In 2019, they co-founded UNBLINDED and currently holds the title of Chief Visionary Officer. Sean R. has also co-founded Prox, a company they founded in 2020. Lastly, they co-founded YoYo.Club in 2020.

Sean R. Callagy received a Bachelor's Degree in Political Science and Government from Columbia University in 1993. Sean R. then went on to earn their Juris Doctor (J.D.) degree from Seton Hall University School of Law, which they completed in 1996. Additionally, they have attended the Institute for Professional Excellence in Coaching, although no specific dates or degrees earned were provided.