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One of his first decisions was not recognized the purchase of Siewierz by the Bishop of Kraków, Zbigniew Oleśnicki.
His first decision as an independent ruler was caught up in conflict with the Bishop of Kraków, Zbigniew Oleśnicki, who purchased Siewierz from the Dukes of Cieszyn.
On 30 December 1443, Zbigniew Oleśnicki, the bishop of Kraków, bought Sewer/Siewierz from Wacław I of Teschen, who was deeply in debts then.
During 1444–1452 Bolko V led a fight against the Bishop of Kraków, Zbigniew Oleśnicki, over the buying of the Duchy of Siewierz.
This came to Church officials, and on November 11, 1675 in Kielce, Bishop of Kraków Andrzej Trzebicki recognized the painting as miraculous.
Despite protests of Lithuanians, Bishop of Krakow Andrzej Trzebicki initiated the process, by singing the hymn Veni Sancte Spiritus.
In 1391 Duke Johann II (the Iron) gave the large forests surrounding Kosztowy, Imielin and Gross Chelm to the Bishop of Kraków.
Among them were Dobieslaw Oleśnicki, the castellan of Wojnicz, Lublin and Sandomierz, the starosta of Krakow, who participated in the Battle of Grunwald and commanded the siege of the Malbork Castle in 1410, and Cardinal Zbigniew Olesnicki, the Bishop of Krakow in 1423–1455, as well as many members of the Zborowski family.
In October of the same year, he was present at the canonisation of Oliver Plunkett, where he met the then Pope Paul VI and future Pope John Paul II who was bishop of Kraków at the time.