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Hussein Jaffer's work experience includes serving as a Physician Lead and Diagnostic and Interventional Radiologist at William Osler Health System since 2020. Hussein is currently a Radiology Resident at University of Toronto, with an expected end date in July 2023. Prior to that, they worked as a Clinical Fellow at University Health Network from 2019 to 2023. Hussein also has experience as an Associate Consultant at Quantum Growth Advisors / TechTrack from 2016 to 2018, and as a Clinical Consultant at Remedy Partners Inc. in 2014. Hussein began their career as a Consultant at Deloitte Consulting from 2009 to 2010.

Hussein Jaffer attended the University of Toronto from 2010 to 2014, where they earned a MD in Medicine. Prior to that, they studied at the Johns Hopkins Bloomberg School of Public Health from 2008 to 2010, obtaining a MHs (MHA) degree in Health Finance & Management. From 2004 to 2008, they attended McGill University and completed a B.Sc in Anatomy & Cell Biology. Additional details regarding their earlier education are not provided.