In this episode of 'Conan O’Brien Needs A Friend,' Malcolm Gladwell reflects on various topics including his experiences as an empty nester, parenting insights, and critiques of cultural norms. He humorously discusses seasonal decorations and his personal ambivalence towards St. Patrick's Day. In addressing serious issues, Gladwell explores the origins of the opioid crisis, and the impact of media on public awareness, referencing the Holocaust miniseries and LGBTQ representation. He critiques Harvard's admissions practices and the decline of late-night television, emphasizing how podcasts may help revive meaningful conversation.