About
Sunny Gupta is General Partner of Generative Capital, a private equity firm focused on late-stage SaaS companies. He previously co-founded and served as CEO of Apptio, which he grew from a 2007 startup to a public company later acquired by Vista Equity Partners for $1.96 billion in 2019, and subsequently by IBM for $4.6 billion in 2023. Gupta has held multiple founder and executive roles including EVP of Products at Opsware and co-founder of iConclude, and currently serves on boards including Gainsight and Securonix.
Experience
- Thira.comCo-founder and Executive Chairmancurrent2026 — present
- Generative CapitalGeneral Partnercurrent2025 — presentKirkland, Washington, United States
- SmartsheetExecutive Chair Boardcurrent2025 — present
- GainsightBoard Member2021 — 2026
- SecuronixBoard Member2022 — 2025
- IBMChairman Emeritus Apptio & Strategic Advisor IBM2024 — 2025
- ApptioCEO2007 — 2024
- Opsware (acquired by HP in Sep. 2007)Executive VP Products2007
- iConclude (acquired by Opsware in April 2007)CEO2005 — 2007
- Mercury InteractiveSr. Director, Performance Management Products for J2EE/.NET2003 — 2005
- Performant (acquired by Mercury Interactive)Vice President, Marketing & Business Development2002 — 2003
- Rational SoftwareGM, Business Development1998 — 2002
- Vigor Technology (acquired by Rational Software)Vice President & Co-founder1996 — 1998
- Easel CorporationConsulting1994 — 1996
- IBMEngineer1992 — 1994
Education
- University of South CarolinaB.S., Computer Science1989 — 1992
Skills & more
IP8Strategy70SaaS99Consulting17Mergers & Acquisitions28Organizational Development2Business Development59Strategic Partnerships26IT Strategy6Enterprise Software64Solution Selling12Salesforce.com2
+12 more
Data CenterBusiness AlliancesCloud ComputingSales EnablementLead GenerationJava Enterprise EditionManagementProduct ManagementTeam LeadershipStart-upsChange ManagementGo-to-market StrategyFrom Sunny's professional profile.
Same school
Also attended University of South Carolina29
Tom RyanChairman at Struck CapitalGireendra KasmalkarManaging Partner at Pentathlon VenturesDavid TraylorSenior Managing Director at Golden EagleAlana BremnerDirector of Marketing & Communications at Oak HC/FTJessica ScheetsInvestor at Sandbox IndustriesMobi Martin DialaSeae Ventures Fellow at Seae Ventures
+ 23 more
Shared employers
Also worked at Smartsheet7
Jennifer SavagePartner at Illuminate VenturesMagdalena YesilBoard Director: SoFi, Zuora, Smartsheet at Operator CollectiveMike GregoirePartner at Brighton Park CapitalBrian ShinManaging Partner, VitalStage Ventures at VitalStage VenturesJP (Jean-Paul) SandayPartner at Menlo VenturesLeonard FerringtonManaging Director at Summit Partners
+ 1 more
Also worked at IBM493
Kenneth ChenaultInvestment Team at General CatalystRoger KrakoffGeneral Partner at Monta Vista CapitalAvi BharadwajInvestment Director at Intel CapitalTejAdvisor at Clear VenturesEricAdvisor at Clear VenturesKT MooreAdvisor at Clear Ventures
+ 487 more
Also worked at Apptio2
Also worked at Opsware (acquired by HP in Sep. 2007)7
Ben HorowitzCo-founder & General Partner at Andreessen HorowitzMike VolpiInvestor at Index VenturesIn Sik RheeGeneral Partner at Vertex VenturesEric VishriaGeneral Partner at BenchmarkScott KuporManaging Partner at Andreessen HorowitzFrank ChenPartner at Andreessen Horowitz
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+ 1 more
Colleagues at Madrona Venture Group
Alexandra Estep
Controller at Madrona Venture Group
Alison McCulloch
Executive Assistant at Madrona Venture Group
Alli Sherwin
Executive Assistant at Madrona Venture Group
An Cayas
Executive Assistant at Madrona Venture Group
Andrew Leary
IT Support Engineer at Madrona Venture Group
Anna Baird
Venture Partner at Madrona Venture Group
Anna Chen
Investor at Madrona Venture Group
Anna Schmitz
Receptionist at Madrona Venture Group