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The file includes copies of documents published by Archbishop O'Leary titled "Explanation of Faculties issued to the Revered Clergy of the Archdiocese of Edmonton" in both French, English and Latin which outlines the roles and responsibilities of priests serving in the Archdiocese.

The file includes portions of sermons given by O'Leary during his time as priest, Bishop of the Diocese of Charlottetown, and Archbishop of Edmonton. The sermons in this file are incomplete and most are undated.

The file contains cards given to Archbishop O'Leary from the students of Grandin school located in Edmonton, Alberta.

The file contains cards given to Archbishop O'Leary from members of Holy Rosary Parish, Edmonton, Alberta.

The file contains cards given to Archbishop O'Leary from the Jesuit College.

The file contains cards given to Archbishop O'Leary from parishioners of Athabasca Landing.

The file contains an address given to Archbishop O'Leary from parishioners of Cold Lake, Alberta.

The file contains an address given to Archbishop O'Leary from parishioners of Duffield, Carvel, and Genesse.

The file contains an address given to Archbishop O'Leary from the Knights of Columbus Calgary Council #1186.

The file contains an address given to Archbishop O'Leary from parishioners of St. Mary's Parish located in Red Deer.

The file contains correspondence between Rev. James McGuigan (Chancellor) and the clergy of the Archdiocese. The letters in this file appear to be duplicates, likely submitted to Archbishop O'Leary for approval or notice.

The file contains correspondence between Archbishop O'Leary and his successor Archbishop MacDonald on personal and administrative matters.

The file contains correspondence between Archbishop O'Leary and Rev. Leo Nelligan, Vicar General for the Archdiocese of Edmonton.

The file contains correspondence between Archbishop O'Leary and members of the McInerney family including George and Henry, two of Archbishop O'Leary's nephews.

The file contains correspondence between Archbishop O'Leary various members of the Laity of the Archdiocese of Edmonton on a variety of administrative and personal matters. The correspondence is organized alphabetically by senders name.

The file contains correspondence between Archbishop O'Leary and the Canadian National Railways regarding issuing rail passes for priests.

The file contains correspondence between Archbishop O'Leary and the White Star Dominon Line regarding various transportation needs of the Archdiocese and its priests.

The file contains correspondence between Archbishop O'Leary and Rabbi Eisern of the Beth Shalom Synagogue.

The series includes a variety of personal documents related to Archbishop O'Leary's life.

The file includes a variety of personal documents related to the life of Archbishop O'Leary including newspaper clippings about his life, his baptism certificate, papal bulls appointing him to the see of Charlottetown, and Archdiocese of Edmonton, copy of the last will and testament of O'Leary, and his coat of arms.

A variety of records in this file appear to have been added at a later date, likely by Sr. Cecil, the archivist in the 1980s and 1990s.