Celebrating the fifth anniversary of Flavortone, Alec and Nick take a step back from more intensive topical discussions to look back over the development of the podcast, and beyond, into the preceding years of musical and theoretical projects which have informed it. Tracking the podcast's beginnings as a lit comparative music analysis effort, into political economy, media and cultural theory, raw aesthetics, roasts and foundational questions of music historicity and epistemology, the episode recalls key intellectual motives and contexts for this evolving discourse, and reviews the development of a generational experience and perspective in music. Topics include "putting your piece on the board," inter-generational social dynamics of thought, intellectual participation over time, tensions between pragmatism and analytic theory, John Dewey, and the question of audacity as a dynamic engine in the production of creative work.