Derek Sessions
Derek Sessions is Chief Technology Officer at Yoodli. At Panopto, he rose from Senior Technical Lead, Media to Principal Technical Lead, Media and then Engineering Manager, Video.
Varun Puri announces Yoodli named one of TIME’s Best Inventions of 2026; used by 1M+ learners and hundreds of companies
Varun Puri celebrates Yoodli being named one of TIME’s Best Inventions of 2026, highlights its growth to over 1 million learners and use by hundreds of companies to upskill teams, and thanks customers, investors, and CTO Derek Sessions.
Varun Puri announces Yoodli expanding from roleplays into an AI Platform for Human Skills with five capabilities
Varun Puri announces Yoodli’s expansion from roleplays into a broader AI Platform for Human Skills with five capabilities to help organizations upskill employees and measure skills outcomes.
Yoodli launches AI platform to build courses, coach employees and track workplace skill gains after $300M+ valuation
Yoodli is expanding from AI practice sessions for public speaking into an “AI platform for human skills” that builds training courses, coaches employees during meetings, answers workplace questions, and tracks skill improvement. The startup—valued at over $300 million in December and backed with nearly $60 million from investors—aims to move into corporate training alongside firms like Workday and LinkedIn.
Varun Puri posts photo of Yoodli CTO Derek Sessions and VP People Rachel Cougan installing company logo above employee memory wall showcasing growth to ~100
Varun Puri shares a photo capturing Yoodli's team spirit as CTO Derek Sessions and VP People Rachel Cougan install a Yoodli logo above an employee memory wall that documents the startup’s growth from two founders to about 100 people.
Organizations
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Yoodli Chief Technology Officer 2023–present · current
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Self-employed On Sabbatical 2022–2023 · past
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Panopto Engineering Manager, Video 2019–2022, Principal Technical Lead, Media 2019, Senior Technical Lead, Media 2016–2019, Senior Developer, Media 2015–2016 · past
Education
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Rice University B.S.C.S., Computer Science · 2005–2009
