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Spencer Rascoff ’93 is a serial entrepreneur, from founding Hotwire and Zillow in this 20s and 30s, to his two current ventures, Pacaso Homes and dot.LA. In addition to describing the details of each, Spencer traces many of his entrepreneurial qualities back to Harvard-Westlake, both in the form of a spectacular teacher (HW Chronicle advisor Kathy Neumeyer) and an unimaginable tragedy (the sudden death of brother Justin Rascoff ’91). In this episode, Spencer speaks about the community that rallied around him during this difficult time, in addition to the influence of his father’s innovative spirit and why he believes the notion of mentorship can be “hacked.” Spencer credits Kathy Neumeyer, in addition to numerous other Harvard-Westlake writing teachers, as profound influences on his life and career.