 During his regency he strongly aligned his policy against the Free Imperial Cities, which stood in the way of the extension of Württemberg's territory.He fought battles against the towns united in the "Schwäbischer Städtebund" (Swabian City League) in 1376, 1372 in Altheim, 1377 in Reutlingen and 1388 near Döffingen.The result of this was a stalemate which secured the independency of the towns.