Jay Hirsh is the Founder and Managing Partner of Break Trail Ventures. See sector focus and contact routes.
Jay Hirsh is the Founder and Managing Partner of Break Trail Ventures, an early-stage venture fund established in 2018 with offices in Boulder, Colorado and Columbus, Ohio. Prior to founding the firm, he worked in consumer retail supporting Victoria’s Secret, focusing on speed-to-market innovation and international supply chain development. The firm invests at the intersection of lifestyle and consumer products, natural products, and tech-enabled enterprise, targeting entrepreneurs who are “breaking trail” in their industries. Break Trail Ventures primarily backs Seed and Series A companies, with typical check sizes ranging from $500,000 to $5 million and an average Seed ticket of approximately $3.21 million. Hirsh leads the firm’s concentrated investment approach, which prioritizes deep founder involvement over portfolio size, making only 1–2 new investments annually. Notable portfolio companies include Cotopaxi (sustainable outdoor gear), Oiselle (women’s athletic apparel), and Pepper (lingerie for smaller cup sizes). Hirsh emphasizes a founder-focused, mission-driven thesis centered on customer-centric products and operational excellence, though no
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