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With the departure of leading scorer Rosenblum, Letzler took over effective control of the team his sophomore year. The team only attended four tournaments, coming in a disappointing 5th at Puppy Chow, with Letzler leading the team in scoring, before having a surprising 10th-place finish in a 50-team field at that year's [[Penn Bowl]] with a short-handed team also including Klein and [[Brian Hirshman '06]], defeating [[MIT]] and [[Brandeis University]], the latter through a fortuitous sequence of events involving the double-slit experiment and Will Smith. However, the team was steadily beaten at NAQT Regionals that year, and despite high scores from Bick, Letzler, and Klein at [[CBI]] Regionals, the team only came in third.
2004-2005 saw an upturn in the team's fortunes. With Letzler returning as captain, the team picked up a number of committed freshmen. Letzler, teamed with [[Brian Munroe '07]] came in fourth at Brandeis's Junior Bird, and led a team including Hirshman, [[Christopher Paci '08]], and [[Jason Kohn '08]] to a second-place finish at Harvard's COTKU Mirror. Letzler won his first neg prize at [[TRASH]] Regionals, though he finished second in playoff scoring. Playing with leading scorer Mathias, Munroe, and Hirshman, Letzler captained the team to a sixth-place finish at Yale's [[Bulldogs Over Broadway]], tragically forgetting John Foster Dulles's first name in a loss to [[Rutgers-Newark]], and forgetting the Ottoman Emperor Selim in a loss to [[Columbia]]. After captaining the team to a fifth-place finish at that year's [[Penn Bowl]] (after having stayed up the previous night to play [[Williams Trivia]] as the second-place remote team Penn15), a team composed of Mathias, Klein, Letzler, and Hirshman qualified for [[NAQT]] Nationals in Division I and won [[CBI]] Regionals, where Letzler placed second in scoring overall, his best individual performance to date. His teams finished 19th of 32 at [[NAQT]] Nationals and 7th of 16 at [[CBI]] Nationals.
In 2005-2006, Letzler, with Paci and Bick, finished 4th at Brandeis's Heinrich Boll mirror, placing in the top ten in scoring. He also captained a team including Mathias and [[Zachary Thomas '08]] to a victory at Harvard's mirror of WIT, captained a team with Thomas, Hirshman, and [[Allison Smith '07]] to victory at the MLK mirror, and one with Thomas, Paci, and Hirshman to a second-place finish at ACF Fall, in which the team beat Harvard's A team twice (their only losses in the tournament). Most notably, he revived the team's annual TRASH tournament, [[Lemur Bowl]], in late October, which he directed and edited. After leading Williams through Regionals in ACF and NAQT, second only to full [[Brown]] and [[Harvard]] squads in the Northeast, Letzler took Williams to their first ACF National, placing 11th, and helped capture the Undergradute title at NAQT Nationals, ending his Williams College Bowl career.