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Jonathan Weiss has a diverse work experience, ranging from co-founding multiple companies to holding leadership positions. Jonathan is the Founder & CEO of HealthEngine LLC, a role they have held since January 2012. Jonathan is also an Entrepreneur in Residence at the Oxford University Centre for Entrepreneurship & Innovation since March 2012. In addition, they co-founded Bridgeview Partners in December 2006 and served as a Director. Jonathan has also held positions as a Member Company at MATTER Chicago, a Non-Executive Director at IDTM, a Co-opted Trustee of the Royal Masonic Benevolent Institution, and Director at the University of Oxford. Jonathan has also been part of the Advisory Board at Axon Telehealthcare. Weiss co-founded Premier Health Partners LLP and served as a Co-Founder from November 2008 to April 2011. Similarly, they co-founded Endeavour Health and served as a Co-Founder & Director from January 2007 to April 2011. Overall, Weiss has a strong background in entrepreneurship and leadership roles.

Jonathan Weiss has a Bachelor of Arts degree in Government from Harvard University. Jonathan also holds a Master of Science degree in Health Economics & Policy from Stanford University. Additionally, they obtained an MBA in Entrepreneurship & Strategy from The University of Chicago Booth School of Business. Moreover, Jonathan Weiss has a medical degree (MD) in Medicine from The University of Chicago Pritzker School of Medicine. Lastly, they have a Bachelor of Arts degree in Law from the University of Oxford.