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Barrett Boston has a diverse and extensive work experience. Barrett is currently serving as the Chief Executive Officer at Ottimate since October 2021. Before that, they worked at TriNet, a leading Professional Employer Organization (PEO) company, as the Chief Revenue Officer and Executive Officer from 2017 to 2020. Prior to TriNet, Barrett held the position of President, Americas, at TravelClick, where they were responsible for sales and operations in the Americas from 2015 to 2017.

Barrett also had a significant tenure at IBM, where they served as Vice President and held various roles within the IBM Software Group from 2003 to 2015. Barrett'sresponsibilities included leading worldwide sales for the Big Data & Analytics division and spearheading the competitive strategy and sales program targeting key competitors.

Before IBM, Barrett gained experience at Storage Networks, a pioneering startup in the data storage managed services and software market. During their time there from 2000 to 2003, they played multiple roles, including executive assistant to the CEO, head of sales operations, and sales representative in the NY region.

Barrett's career started as a Private Equity Analyst at Merrill Lynch Capital Partners / Stonington Partners, where they worked from 1995 to 1998. In this role, they directed teams and played a crucial role in acquisition targets, financing arrangements, and purchase contract negotiations.

Barrett Boston completed their education at various institutions. Barrett obtained their MBA from Harvard Business School between 1998 and 2000. Prior to that, they pursued a Bachelor of Arts degree in Economics from Duke University, where they studied from 1991 to 1995. Additionally, Barrett attended Institut d'Études Politiques de Paris (Sciences Po) for a year in 1992-1993, although the specific degree or field of study is not mentioned.