This chapter takes the form of a discussion about the urbanist Jane Jacobs and the legacy of her work in the era of gentrification. Zipp introduces, Storring surveys Jacobs’ contributions to our thinking about gentrification, and Hock analyzes Jacobs’ “reticence” on the problem of racism in urban history. Then all three discuss the ways that Jacobs’ signature ideas – the “sidewalk ballet,” organized complexity, the “self-destruction of diversity,” and others – appear now, in a time when cities are beset by problems she predicted but only glancingly addressed.