Rob May

Rob May is a seasoned entrepreneur and investor with a career spanning over two decades in the technology industry. Currently serving as CEO at Brand Guard, an artificial intelligence brand management company, Rob has established himself as a visionary leader and expert in identifying and nurturing high-potential startups.

Prior to Brand Guard, Rob co-founded Talla, a company specializing in artificial intelligence and automation for workplace productivity enhancement. As CEO of Talla, he successfully guided the company through multiple rounds of funding, earning recognition...

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Rob May is a seasoned entrepreneur and investor with a career spanning over two decades in the technology industry. Currently serving as CEO at Brand Guard, an artificial intelligence brand management company, Rob has established himself as a visionary leader and expert in identifying and nurturing high-potential startups.

Prior to Brand Guard, Rob co-founded Talla, a company specializing in artificial intelligence and automation for workplace productivity enhancement. As CEO of Talla, he successfully guided the company through multiple rounds of funding, earning recognition for its innovative AI solutions.

Before Talla, Rob founded Backupify, a pioneering cloud-to-cloud backup platform for SaaS applications, which he led to become a market leader in cloud data protection before its acquisition by Datto. Rob's career also includes roles as a Venture Partner at Pillar VC, a General Partner at PJC, and managing an AI-focused angel investment fund, Half Court Ventures.

Beyond his executive roles, Rob remains active in the Boston startup community as an angel investor, mentor to aspiring entrepreneurs, and frequent speaker and writer on innovation and technology. Passionate about driving growth and success, Rob continues to make significant contributions to the companies he supports.

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