The spring 1999 meeting of Division 39, prior to our entry into a new century, brought together prominent and diverse voices within psychoanalysis at a round table discussion. Rather than report on the questions posed for the panelists and their responses, the author presents a brief case vignette offered during the panel discussion. The various panelists’ clinical and theoretical positions from their wide-ranging responses to the questions presented are extracted. The author applies their positions to this case and also offers some of the answers that directly related to the clinical presentation. It is believed that this format highlights the similarities and differences that did not emerge as sharply when the panelists offered their commentary to the more generalized queries. The panelists’ views on idealization, an issue that further reflected their disparate stances, are discussed.