Cecco is seen as an important figure in Trecento art because of his development of a style that incorporated elements of Pisan painting along with those of the Sienese School.
[2] Records regarding his pay from the time show that it was a small sum of money when compared with other artists of the day, indicating that he was still inexperienced and learning the craft of the Pisan school from Volterra.
One of his masterpiece is the Madonna and Child, signed and dated 1378, now at the Statens Museum for Kunst in Copenhagen in Denmark, was the central compartment of Saint Rainerius polyptych made for the church of San Francesco in Pisa.
Initial evaluations by early art historians looked on Cecco di Pietro's work as not being historically or technically significant.
[8] Another work that clearly displays this shift towards more ethereal figures is the recently restored Virgin and Child Playing with a Gold Finch..
It is unknown what exactly brought about this shift in Cecco's style but there is some work that suggests that Sienese painter Luca di Tommè may have been an influence.