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Josh Joseph has a diverse work experience, starting from 2001 as a Senior Vice President and Principal at Hilco Real Estate, LLC. Josh then founded Frontline Real Estate Partners in 2010 and Grassroots Cannabis in 2015. In 2020, they became the Founder and CEO of Big Plan Holdings. Josh also serves as a Board Member at Silver Therapeutics since 2021, and at MAD TASTY, Milk & Honey Baseball, and Musicians On Call since 2022 and 2023 respectively.

Josh Joseph attended the University of Illinois from 1992 to 1997, where they obtained a Bachelor of Science degree in English and French.