Sunny Gupta
Co-founder and Executive Chairman at Thira
Sunny Gupta is General Partner at Generative Capital, Executive Chair Board at Smartsheet, Co-founder and Executive Chairman at Thira, and Co-founder, Incoming CEO at Apptio / Smartsheet. He previously served as CEO at Apptio and has founded Apptio, which was acquired, and Thira, where he remains active. His expertise spans enterprise software, AI, and SaaS, with experience as an operator, investor, and board member.
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Thira Co-founder and Executive Chairman 2026–present · current
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Generative Capital General Partner 2025–present · current
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Smartsheet Executive Chair Board 2025–present · current
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Apptio / Smartsheet Co-founder, Incoming CEO · current
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Apptio, an IBM Former CEO and Co-founder · current
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Thira Co-founder and Executive Chairman, Co-founder · current
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IBM Chairman Emeritus Apptio & Strategic Advisor IBM 2024–2025, Engineer 1992–1994 · past
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Securonix Board Member 2022–2025 · past
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Gainsight Board Member 2021–2026 · past
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Apptio CEO 2007–2024, Chief Executive Officer 2024 · past
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Opsware (acquired by HP in Sep. 2007) Executive VP Products 2007 · past
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iConclude (acquired by Opsware in April 2007) CEO 2005–2007 · past
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Mercury Interactive Sr. Director, Performance Management Products for J2EE/.NET 2003–2005 · past
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Performant (acquired by Mercury Interactive) Vice President, Marketing & Business Development 2002–2003 · past
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Rational Software GM, Business Development 1998–2002 · past
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Vigor Technology (acquired by Rational Software) Vice President & Co-founder 1996–1998 · past
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Easel Corporation Consulting 1994–1996 · past
Education
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University of South Carolina B.S., Computer Science · 1989–1992
Organizations
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Thira Co-founder and Executive Chairman 2026–present · current
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Generative Capital General Partner 2025–present · current
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Smartsheet Executive Chair Board 2025–present · current
Education
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University of South Carolina B.S., Computer Science · 1989–1992
