The context is Rubin's intent to give an alternate, pragmatic commencement speech to graduating students.
The podcast episodes discuss various commencement speeches, ranging from Gretchen Rubin's 'practical commencement address' filled with life advice for recent graduates (More Happier: My Practical Advice for Graduates), to controversial remarks made by public figures like Harrison Butker and Adrielle Sigler that sparked outrage (143 - Tiktoker Adrielle Sigler Hits A New Low + Harrison Butker's AWFUL Graduation Speech), to more thought-provoking addresses like Jerry Seinfeld's commencement speech at Duke University (Seinfeld's Commencement and Self-Justified Things).
The episodes also touch on the broader cultural and social implications of commencement speeches, such as the role of AI and psychedelics in shaping unconventional addresses (College athletics revenue sharing, Brian Kelly cries about portal recruiting & The Snoop Dogg Arizona Bowl), and the politicization of graduation ceremonies (ICYMI: Jon Stewart on MAGA's Cancel Culture | Trump Avoids Trial Testimony).