Second Arrow Ventures Information

Second Arrow Ventures is a hybrid strategic advisory and investment firm that helps high-growth companies unlock their next phase of execution through AI-driven product, go-to-market, and operational excellence. Founded by Jared Feldman, a founder and operator who built and exited Canvs (acquired by private equity in 2023), Second Arrow brings deep expertise in LLM-first product strategy, enterprise SaaS, and data and insights platforms. Jared has partnered with global brands including Walmart, Mastercard, and Disney, and has spent 17+ years in the entrepreneurial ecosystem as a CEO, product leader, and active angel investor. Second Arrow engages flexibly, from diligence and value-creation planning to hands-on fractional leadership, to prioritize, build, and scale AI-enabled initiatives that drive measurable ROI. Second Arrow Ventures has made 40+ investments in world changing companies like Cursor, Perplexity, SpaceX, Plaid, Brex, Rippling, Mecury, AngelList, Wander, Flexport and many others.