While continuing his studies at the University of Toronto, Opera Division he spent summer semesters at the Britten-Pears School in Aldeburgh, England.

[4] Pomeroy made his Metropolitan Opera debut in 2009, portraying the title role of Hoffmann in Les Contes d'Hoffmann opposite soprano Anna Netrebko under the baton of Maestro James Levine.

He had previously sung the title role of Faust with bass James Morris in the annual "Met in the Parks" concert series.

[5] With the Canadian Opera Company in Toronto, he has performed the title roles of Faust and Hoffmann as well as Rodolfo (La Bohème), Skuratov (From the House of the Dead) Pinkerton (Madama Butterfly) and Alfred (Die Fledermaus).

Notably, Pomeroy created the role of Stefano for the world premiere of Filumena with Calgary Opera and proceeded to perform remounts in Banff, Ottawa and Edmonton.