Cody Zervas, once seeking love through a public bounty, now helps lead Keeper, a matchmaking start-up using artificial intelligence to optimize romantic connections for those with specific preferences and the means to pay. At the Love Symposium in San Francisco, a gathering of technologists, philosophers, and entrepreneurs explored whether technology can solve the so-called crises of loneliness, marriage, and connection. The event showcased a mix of innovative and controversial ideas, from psychometric matchmaking to digital avatars and even provocative discussions about the social implications of ranking human desirability. While some attendees embraced the promise of data-driven romance, others questioned the ethics and emotional costs of reducing love to algorithms and metrics. The symposium ultimately highlighted the tension between technological ambition and the unpredictable, deeply human nature of relationships.