In this special episode, hosts Kate Wolf, Medaya Ocher, and Eric Newman discuss how Big Tech dreams – from iPhones to social media to AI – have become nightmares. How did these decade-defining innovations end up making modern life feel sadder, lonelier, and scarier? And what, if anything, can we do about it? Using two recent books — Cory Doctorow's "Ensh*ttification" and Paul Kingsnorth's "Against the Machine" — as reference points, the hosts discuss labor practices, government regulation, the place of spirituality and religion, cottagecore fantasies, and how they personally navigate unplugging from the machine.