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Sashko Stubailo has a diverse work experience in the technology industry. Sashko is currently serving as the CTO and co-founder of Flipturn since July 2022. Before that, Sashko worked at Stripe from 2018 to 2022 in various roles. As an Engineering Manager, they led frontend payments teams, contributed to the development of Stripe Elements and Stripe.js, and launched the new Payment Element. Sashko also managed the Dashboard team and worked on improving the Stripe Dashboard's architecture and visual appearance. Prior to Stripe, Sashko worked as an Engineering Manager at Apollo GraphQL from 2015 to 2018. Sashko started their career as a Software Engineer at Meteor Software from 2014 to 2015, where they led the development of an official Windows port, worked on Meteor + React integration, and served as a release manager for Meteor releases. Sashko also gained experience as a Software Development Engineer Intern at Palantir Technologies in 2012, a Web Development Consultant at Panjiva in 2013, and a Software Development Engineer Intern at Amazon in 2011.

Sashko Stubailo attended Massachusetts Institute of Technology from 2010 to 2014, where they earned a Bachelor of Science (BS) degree in Computer Science. Prior to that, they also attended South Pasadena Senior High School, although the specific dates and degree obtained are unknown.