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Venture with Grace

Jon Callaghan, True Ventures MP on Early-Stage VC & AI Innovation

13 Nov 2025

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Jon Callaghan is a founder, an investor, and a Managing Partner of True Ventures, a leading early-stage venture capital firm he co-founded in 2005. With a foundational mission to empower entrepreneurs at the initial stages of company creation, True has partnered with over 1,050 Founders across more than 500 companies. The firm’s 12 funds have been a part of seven IPOs and over 60 acquisitions. Under Jon’s leadership, True was among the first institutional investors in now-iconic companies, including Automattic, Duo Security, Fitbit, Hashicorp, Peloton, and Ring. Jon continues to champion the next wave of innovation, currently serving on the boards of promising ventures such as Pipedream, Daydream, and Ernesta. True is also early and deep in AI, having made over 85 AI investments.A prominent voice in the venture community, Jon served as Chair of the National Venture Capital Association from 2015 to 2016. He holds a bachelor’s degree in government from Dartmouth College and an MBA, with distinction, from Harvard Business School. Topics: How to Spot Founders Who Build Generational CompaniesCapital Efficiency & The New Age of Company BuildingWhy EQ & Integrity Still Win in a Data-Driven VC World#VentureWithGrace #SmartVenturePodcast #TrueVentures #EarlyStageVC

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