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Jonathan Jennings has a diverse work experience starting with their current role as Bizops & Strategy at MaxSold since 2023. Prior to that, they worked at Framework Venture Partners as an Associate and later as a Senior Analyst from 2021 to 2023. At Framework Venture Partners, they were responsible for identifying investment opportunities, leading due diligence, and supporting portfolio companies. Jonathan also held the role of Board Observer at Cymax Group Technologies, Attunely, and Hypatos from 2022 to 2023. Before that, they worked at KPMG as a Manager in various consulting and advisory roles from 2017 to 2021. Jonathan also gained experience at Harris Ryan as a Senior Accountant and Staff Accountant from 2015 to 2017. Jonathan began their career as a Summer Associate at Pinebud Investments in 2013. In 2012, they worked as a Summer Student at the Government of Newfoundland and Labrador, where they assisted in compiling annual reports and strategic planning.

Jonathan Jennings attended Gonzaga High School, but no information about degree or field of study was provided. Jonathan then pursued a Bachelor's degree in Finance and Neuroscience at Memorial University of Newfoundland from 2009 to 2013. Following that, they enrolled at the Chartered Professional Accountants of Canada (CPA Canada) in 2015 and completed studies in the field of Accounting in 2016. No additional information was provided regarding any obtained certifications.