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This paper explores the complex and evolving relationship between Canadian missionaries and the Armenian communities within the Ottoman Empire from the early 19th century to the early 20th century. Drawing on missionary correspondence, institutional records, and Armenian sources, the study investigates how Canadian Protestant missions, initially driven by evangelical and educational goals, came to play a significant role in the cultural, social, and political lives of Ottoman Armenians. The paper examines the mutual influences between missionaries and Armenian communities, highlighting how these relationships were shaped by shared religious affiliations, diverging national interests, and the broader context of imperial politics and rising ethnic tensions. It also considers the missionaries’ responses to the Armenian atrocities, tracing the transformation of missionary activity from religious outreach to humanitarian advocacy. Ultimately, this study reveals how Canadian missionaries, often overlooked in Ottoman historiography, became entangled in the complex web of intercommunal relations and imperial decline, leaving a lasting impact on Armenian memory and Canadian foreign engagement.