Waldmann lead the Confederates in the Burgundian Wars, defeating Charles the Bold with an army estimated at 12,000 men gaining fame and a significant reputation in Zurich and the Swiss Confederacy. The influence of his seat in the Small Council and his reputation, which he gained in the Burgundian Wars, led to numerous pensions with which he could enrich himself. Shortly after the Battle of Morat, before which he was knighted, Waldmann received a pension of 100 guilders from Archduke Sigismund of Austria. From 1476 he also took part in legation trips and meetings and thus increased his diplomatic reputation. In 1480 he was elected chief guild master, i.e. the highest guild master, and finally in 1483 mayor.