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Greg Gottesman is a Managing Director and co-founder of Pioneer Square Labs (PSL), a Seattle-based startup studio. He is a seasoned technology investor and company builder, known for his roles at Madrona Venture Group and Amazon, and as a co-founder of Rover.com.
At Pioneer Square Labs, Greg Gottesman focuses on identifying market opportunities and building new technology companies from scratch. His investment interests span early-stage ventures across diverse tech sectors, including enterprise software, consumer technology, and artificial intelligence.
Greg Gottesman works as a Managing Director at Pioneer Square Labs (PSL), a startup studio located in Seattle, Washington.
Greg Gottesman is the Managing Director and Co-Founder of Pioneer Square Labs, a startup studio and venture capital fund based in Seattle, Washington. Before launching the startup studio in 2015, he spent nearly two decades as a Managing Director at Madrona Venture Group, where he served as one of its three initial directors. He also co-founded and served as the initial CEO of the pet care marketplace Rover.com, which was acquired by Blackstone for $2.3 billion in 2024. Gottesman holds degrees from Stanford University, Harvard Business School, and Harvard Law School, and he has taught entrepreneurship as an Adjunct Professor at the University of Washington since 2001. His current focus centers on incubating early stage technology ventures, holding board seats at portfolio companies like Boundless, and leading initial funding rounds for enterprise software and consumer technology startups.
Greg Gottesman is a highly respected figure in the technology and venture capital landscape, currently serving as a Managing Director at Pioneer Square Labs (PSL). As a co-founder of PSL, a unique Seattle-based startup studio, Greg Gottesman is instrumental in its mission to create and launch new technology companies. His work at PSL involves a hands-on approach, from ideation and market validation to team building and securing initial funding for promising ventures. This model allows Greg Gottesman to be deeply involved in the foundational stages of innovative startups, leveraging his extensive experience to guide their growth.
At Pioneer Square Labs, Greg Gottesman's investment focus is broad, encompassing various sectors within technology. PSL typically targets opportunities in areas like enterprise software, consumer technology, artificial intelligence, and other emerging tech spaces. Greg Gottesman is particularly interested in identifying unmet market needs and building solutions that can scale rapidly. His expertise lies in recognizing disruptive potential and fostering the development of companies that address significant challenges with innovative products and services.
Before co-founding Pioneer Square Labs, Greg Gottesman had a distinguished career in venture capital and technology. He spent over a decade as a Managing Director at Madrona Venture Group, one of the Pacific Northwest's leading venture capital firms. During his tenure at Madrona, Greg Gottesman was a key investor in numerous successful technology companies, demonstrating a keen eye for identifying future market leaders. His portfolio at Madrona included significant investments in companies such as Remitly, Smartsheet, and Redfin, where he often served on the board of directors, providing strategic guidance.
Prior to his venture capital career, Greg Gottesman gained valuable operational experience at Amazon, where he was an early employee. His time at Amazon, particularly in product management roles, provided him with a deep understanding of building and scaling technology products for a global audience. This blend of operational insight and investment acumen makes Greg Gottesman a formidable force in the startup ecosystem. He is also recognized as a co-founder of Rover.com, a highly successful online marketplace for pet care services, which originated from an idea he helped incubate.
Greg Gottesman's leadership at Pioneer Square Labs continues to shape the Seattle tech scene, fostering a new generation of innovative companies. His commitment to hands-on company building, coupled with a strategic investment philosophy, positions him as a pivotal figure for entrepreneurs seeking to transform their ideas into thriving businesses. For founders looking for guidance from an experienced investor with a proven track record, Greg Gottesman and Pioneer Square Labs represent a significant resource.
