Regrets, I've Had a Slew

Jonathan Goldstein confronts his own capacity for regret by analyzing seven professional missteps from his decade-long tenure on *Heavyweight*. These moments range from ill-prepared interviews and over-eager questioning to lapses in journalistic objectivity and awkward social interactions. Joined by producers Kalila Holt and Stevie Lane, the discussion shifts to the emotional labor required to extract and shape deeply personal stories. The team describes the production process as a form of "crossword puzzle" construction, where intense focus and collaborative shorthand help them navigate the emotional exhaustion inherent in the work. They emphasize that while they often act as mediators for others' unresolved pasts, the act of listening and the pursuit of resolution remain central to their professional identity, even when the subjects themselves remain unrepentant or the outcomes are messy.