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Mahesha Jayawardana has a diverse work experience spanning various roles and industries. They began their career in 2014 at The Breakers Palm Beach, where they worked in guest relations and guest services. In 2015, Mahesha co-founded Donate Me, an organization that they were involved with until 2017. They then joined HEI Hotels & Resorts in 2017 as a Manager of Investments before transitioning to BRE Hotels & Resorts in 2019. At BRE Hotels & Resorts, Mahesha held multiple roles, starting as an Associate from November 2019 to December 2021, then transitioning to Director of Investments until December 2022. Currently, Mahesha holds the position of Vice President of Investments at BRE Hotels & Resorts from December 2022.

Mahesha Jayawardana's education history is as follows:

Mahesha attended New York University, although the start and end years are not specified. No specific degree or field of study is mentioned.

In addition to their education, Mahesha has obtained two certifications. The first one is "Breaking Into Wall Street" from the institution with the same name. The second certification is in Hotel Industry Analytics (CHIA) from STR, although the dates of obtaining these certifications are not provided.