[3] Together with Cardinal Niccolò Boccasini (the future Pope Benedict XI), Gentile was charged by Boniface to solve the problem of the distance that needed to exist between the monastic orders of the Franciscans and the Dominicans.
[4] He was present in Anagni on 7 September 1303, when an army led by Philip IV of France's minister Guillaume de Nogaret and Sciarra Colonna attacked Boniface and his escort at his palace.
[2] Pope Clement V appointed Gentile as papal legate with full authority and sent him to the Kingdom of Hungary in Poitiers on 8 August 1307.
[6] After the death of Andrew III of Hungary and the extinction of the Árpád dynasty in 1301, a civil war between various claimants to the throne – Charles of Anjou, Wenceslaus of Bohemia, and Otto of Bavaria – broke out.
Pope Boniface's first legate, Niccolò Boccasini convinced the majority of the Hungarian prelates to accept Charles's reign, but unsuccessfully tried to acknowledge the Anjous' claim with the powerful barons of the realm.
Charles defeated his enemies by the summer of 1307 (Wenceslaus left Hungary, while Otto was imprisoned), but the so-called oligarchs still governed their province de facto independently of the royal power.
[12] He spent the following months in various Adriatic coastal cities, Trogir (Trau), Skradin (Scardona), Zadar (Zara) and Senj (Segna), where dealt with church affairs of the Dalmatian dioceses.
[13] For instance, he launched an investigation against the pro-Venetian Giorgio Ermolao, the Bishop of Arbe and his partisans, who did not recognize Gentile's jurisdiction over Dalmatia.
[13] Gentile managed to persuade the most powerful oligarch Matthew Csák to accept King Charles' rule at their meeting in the Pauline Monastery of Kékes on 10 November 1308.
On his side, Hungarian prelates Thomas of Esztergom and John of Nyitra also attended the event, as well as the provincial heads of the Dominicans and Minorites in Hungary.
At the Diet, which was held in the Dominican monastery in Pest and chaired by Gentile, Charles was unanimously proclaimed king on 27 November 1308.
and explained the Father Almighty was the one, who spread seed into the soil of Hungary, from which "numerous excellent, holy and pure kings had sprouted".
Simultaneously, the Transylvanian oligarch also entered an alliance with Stefan Dragutin, also a descendant of the Árpáds, which urged the cardinal to secure Charles' legitimacy.
Gentile, who sent Benedict, Bishop-elect of Transylvania to meet the oligarch, was still trusted in the deal and promised if Ladislaus Kán returns the crown on the deadline of 2 February 1310, he withdraws the penalty imposed.
[23] Thereafter Thomas, alongside Amadeus Aba and Dominic Rátót, negotiated with the voivode in Szeged on 8 April 1310, on the conditions of return of the crown.
For instance, he judged over the controversial episcopal elections of Peter and Benedict in the dioceses of Pécs and Transylvania, which were heavily affected by the power aspirations of the oligarchs Henry Kőszegi and Ladislaus Kán, respectively.
[27] The legate also confirmed the exemption of the Poor Clares monastery at Nagyszombat (present-day Trnava, Slovakia) from paying tithe in August 1309.
[15] In his letter to Vincent, Archbishop of Kalocsa and his suffragans, the papal legate stated that he reserves the right to bestow all church benefice above worth 10 marks exclusively to himself.
[15] During his judicial activity, Gentile entrusted auditors from his own staff, largely neglecting the local Hungarian church personalities.
According to historian György Rácz, the letter was preserved because it mentions the Holy Crown, and therefore it prompted the spread of the usage of paper in Hungary.
Two of them were titled "decretum sancti Stephani regis Ungari" ("The Decrees of Saint Stephen, King of Hungary") and "Ungarorum hystorie" ("The history of the Hungarians").
Veszprémy argued the latter work was identical with a copy of the pre-14th-century Hungarian chronicle variant and became part of the collection of the papal library at Avignon under the title "cronica Ungarorum in pergameno cum postibus et corio albo in parvo forma".
When the Italian mercenary Uguccione della Faggiuola conquered the town in 1314, the remaining papal treasures and the cardinal's possession were stolen.
[2] Gentile is known to have been in Siena, when a document dating to March 1312 testifies the cardinal paid 600 golden florins for the construction and fresco decoration of a chapel in the Lower Basilica of Saint Francis in Assisi.
According to recent hypotheses, the unnamed sculptor-architect who built and decorated this chapel was also responsible for creating the monumental tomb of Gentile Portino's parents in Montefiore dell'Aso (Ascoli Piceno).