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Unhappy that he had been paid by the square foot for his work for Duke Borso and complaining he was being paid the same as the "worst dauber in Ferrara", Cossa left Ferrara for Bologna in 1470. In Bologna he obtained many commissions under the patronage of the Bentivoglio family. Here he painted his two masterpieces: the Virgin and Child with two saints and a portrait of Alberto de' Catanei (1474) and fresco of the Madonna del Baracano, representing the Virgin and Child with portraits of Giovanni Bentivoglio and Maria Vinziguerra (1472).
In the National Gallery of London there is a picture by him representing St. Vincent Ferrer, an "Annunciation", in the Dresden collection, which has been attributed to Pollaiuolo, and a fine profile portrait at Locko Park near Derby, said to represent Duke Ercole I of Ferrara. He executed stained glass windows in Bologna, the best of which is a circular window, in the church of San Giovanni in Monte, representing St. John in Patmos; this bears his signature.
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