Towards the end of World War II, Wolff was the conductor of the Canadian Military Headquarters Choir for their performances in Europe. This connection led to his appointment to the organ and music theory faculty at
The Royal Conservatory of Music in Toronto in 1946. He left there in 1948 to join the faculty at the
University of Toronto (UT) where he taught alongside
Ernest MacMillan and
Healey Willan through 1956. Among his notable pupils were
F. R. C. Clarke and
James Gayfer. From 1946-1952 Wolff served as the organist and choirmaster at the
Metropolitan United Church (MUC) in Toronto. He composed several anthems for the MUC's choir, 12 of which were published together under the title
Metropolitan Series of Choral Music in 1946. He also published two solo organ works around this time:
Prelude on Greensleeves (1946) and
Festival Fanfare (1950). In 1951 he co-founded the
Orpheus Choir of Toronto with
John Cozens. From 1952-1956 he was organist and conductor of The Cathedral Singers at the
Christ Church Cathedral in Montreal. He also served as the director of the Bank of Montreal Choral Society and appeared as a guest conductor with the
Montreal Symphony Orchestra. After a brief return to the United Kingdom in 1956-1959 during which time he was employed by the London County Council as Head of Music at Tulse Hill School in south London (also composing the music for the school song), Wolff became the organist at the
Bermuda Cathedral in 1959. He remained there for roughly three years, during which time he founded and conducted the
Bermuda Oratorio Society and hosted radio programs of classical music for
Bermuda Radio. In 1962 he joined the music faculty of the
College of Marin in
Kentfield, California where he taught for the next 10 years. ==Later life and career==