Osmund gathered together a good library for his canons. A late-medieval source notes, somewhat disdainfully, that even as a bishop he would scribe, illuminate and bind books himself; by that period this was eccentric behaviour, but it was not so in 11th-century England. At one time Osmund thought Archbishop Anselm too unyielding and needlessly scrupulous in the dispute concerning investitures and in 1095 at the Council of Rockingham favoured the king. But after the Lateran Council in 1099, he boldly sided with the archbishop and the beautiful anecdote is related, showing his simple sincerity, how when Anselm was on his way to Windsor, Osmund knelt before him and received his forgiveness. He had a great reverence for St. Aldhelm who 300 years before as Bishop of Sherborne had been Osmund's predecessor. He officiated at the saint's translation to a more fitting shrine at Malmesbury and helped Lanfranc to obtain his canonization. Abbot Warin gave him a bone of the left arm of St. Aldhelm which he kept at Sarum where miracles were wrought. In 1228 the Bishop of Sarum and the canons applied to Gregory IX for Osmund's canonization but not until some 200 years afterwards on 1 January 1457, was the bull issued by Callistus III. In 1472 a special indulgence was granted by Sixtus IV for a visit to his cathedral on his festival and a convocation held in St. Paul's in 1481 fixed 4 December as the day to commemorate him. A house at Bishop Wordsworth's School is named for him. He is commemorated by a statue in niche 178 on the west front of Salisbury Cathedral.