He first apprenticed with Gregorio Pagani. He completed some frescoes on Lives of Servite Monks (1614–1618) in the Palazzo Pitti and in the Cloister of the Basilica della Santissima Annunziata. A Madonna and child with Street Francis altarpiece for the Church of Santa Maria Maggiore in Florence.
And an Adoration of the Magi (1607) for the Church of Sant"Andrea in Montevarchi.
He is best known however for his highly populated grand-manner historical paintings. On 26 February 1599, he was inducted to the Accademia del Disegno, and in 1605 traveled to Rome to work with Domenico Passignano for six months. He painted a Crucifixion (1613) now in the parish church at Scarperia.
He painted a Last Supper (1614) now in Conservatorio di San Pier Martire.
Upon the French monarch"s death, he was commissioned two commemorative paintings of events in the life of Henry IV: his visit to Nantes and Gaudabec (1610). He also completed an Assumption (1613) for the church of San Domenico in Pistoia.
Further decorations (1622–1623) were commissioned by Leopoldo de" Medici for the Casino di San Marco: Frederick II rebuilds the Portuguese of Livorno and the Capture of Ippona (Florence, Corte d"Assise). Leopoldo also commissioned from Rosselli a series of allegorical paintings (1622) for the Sala della Stufa in Palazzo Pitti.
He frescoed in reception rooms of the Villa di Poggio Imperiale with scenes portraying European emperors amid biblical and historical scenes (1619–1623).
He painted a Madonna of the Rosary (1649) for the Cathedral of Pietrasanta and a canvas of the Mission of Street Paul in Damascus (frame by Nero di Porta Venere, for the Duomo of Volterra. The largest collection of Rosselli drawings is contained within the Louvre Museum, Paris, with many being preliminary sketches for other works. Among his many pupils were Baldassare Franceschini (il Volterrano), Lorenzo Lippi, Francesco Furini, Giovanni da San Giovanni (Giovanni Mannozzi), and Jacopo Vignali.
