Harry's guest this week is Raffi Krikorian, chief technology officer and managing director at Emerson Collective, the social change organization founded by Laurene Powell Jobs. Krikorian is the former vice president of engineering at Twitter (now X), where he was responsible for getting rid of the Fail Whale and making the company’s backend infrastructure more reliable; the former director of Uber's Advanced Technology Center in Pittsburgh, where he oversaw the launch of the world's first fleet of self-driving cars; and then the chief technology officer at the Democratic National Committee, where he helped rebuild the party's technology infrastructure after the Russian hacking debacle of 2016. At Emerson Collective, Krikorian built the technology organization, leads the development of data products, and works to upgrade the back offices of the non-profits Emerson works with. On top of all that, he recently launched a podcast called Technically Optimistic, where he’s taking a deep dive into the way AI is challenging us all to think differently about the future of work, education, policy, regulation, creativity, copyright, and many other areas. The show is a must-listen for anyone who cares about how we can build on AI to transform society for the better while minimizing the collateral damage. Harry talked with Krikorian about why he moved to Emerson Collective, why and how he started the podcast, and what he really thinks about what government should be doing to prepare for the waves of social change AI will bring.