Oliver studied computer science at MIT before working on startups in Silicon Valley for a decade. He helped build one of the first production scale human-in-the-loop reinforcement learning systems at Clara Labs (YC S14), which was acquired by Twitter. He then joined Samsara early on, where he developed his love of trucking, and helped grow the company through IPO. He is now a co-founder at Hyperscale, bringing the power of AI to carriers.