The Leafs accommodated his wish and he was traded to the Hershey Bears of the AHL. Ubriaco was very successful with the Bears, with a personal-best season of 38 goals and 86 points in the 1965–66 season. When the 1967 NHL Expansion came, and a potential chance to play in the NHL came, the Bears were not NHL-affiliated and this meant that Ubriaco was not eligible for the 1967 NHL Expansion Draft.
As a result of his desire, the Leafs accommodated him and he was traded to the Hershey Bears of the AHL. Ubriaco excelled with the Bears, reaching a personal-best season of 38 goals and 86 points in the 1965–66 season. However, when the NHL expanded in 1967, and a chance to join the league emerged, the Bears' non-NHL affiliation prevented Ubriaco from being eligible for the 1967 expansion draft.