Rags Gupta

Rags Gupta is an Operating Partner at Hyperplane VC based in Boston, United States, where he specializes in helping early-stage technology startups scale their operations. Throughout his career, he has held executive and operating roles at six venture-backed companies, including Brightcove, Ooyala, and Live365, resulting in one initial public offering, one acquisition, and two ongoing ventures. In his current capacity, he assists portfolio companies with go-to-market strategy and fundraising while also serving as an advisor and mentor at the MIT Sandbox and Harvard iLab. Gupta holds a BSE in Operations Research from Princeton University and authored the book One to Ten: Finding Your Way from Startup to Scaleup, which details his experiences navigating the venture ecosystem. His professional background centers on guiding founders through complex company building phases as they progress from seed funding toward Series B financing.