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Leah Alpert has a long history of work experience in the technology industry. Starting in 2010, they worked as a Software Engineering Intern at Rapleaf. In 2011, they took on a similar role at Google. In 2013, they worked as a Lead Technical Instructor at MIT Global Startup Labs, and as a Software Developer at Khan Academy. In 2014, they founded TournamentPlan. From 2015 to 2020, they worked at Collective Health as an Engineering Manager and Senior Software Developer/Platform Team Lead. In 2020, they took on the roles of Chief Technology Officer and Staff Software Engineer at Bluelink, which was acquired by Civitech in 2022, where they currently serve as a Senior Engineering Manager.

Leah Alpert attended the Massachusetts Institute of Technology from 2009 to 2013, where they earned a Bachelor's Degree in Computer Science.