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Featherston Osler was born on January 4, 1838, in Newmarket, Upper Canada, the son of Rev. Featherstone Lake Osler (1805–1895) and Ellen Free Pickton (1806-1907), and brother of Sir Edmund Boyd Osler (1845–1924), M.P. and Dr. William Osler (1849–1919).,

He was a barrister. He was educated at local schools in Bond Head and Barrie, Ontario. He served in the law firm of James Patton in Toronto and was called to the bar in 1860. He was made a puisne judge of the Court of Common Pleas in 1879. In 1883, he was appointed Chief Justice of the Court of Appeal in Ontario. He retired from the Bench in 1910 and became president of the Toronto General Trusts Corporation. From 1921 to 1924, he served as a Treasurer of the Law Society of Ontario. In 1861, he married Emma Henrietta Smith (1839–1902). He died on January 16, 1924, in Toronto, Ontario.

Ellen Free Pickton Osler was born on December 14, 1806, in Cornwall, England. After her mother’s death in 1811, she was adopted by her mother’s sister Ann Wigmore and her husband Captain Britton. In 1837, she married Rev. Featherstone Lake Osler (1805–1895) and they moved to Canada where he worked as a missionary. They settled at Bond Head, Ontario, where they experienced the trials of pioneer life. Mrs. Osler, with a true spirit, devoted her efforts to helping her husband in his mission work. In 1876, they retired in Toronto. She was the mother of Featherston Osler (1838–1924), Justice of the Court of Appeal, Sir Edmund Boyd Osler (1845–1924), M.P., and Sir William Osler (1849–1919), professor of medicine. She died on March 18, 1907, in York, Ontario.

Edward Revere Osler was born on December 28, 1895, in Baltimore, Maryland, the only son of Dr. William Osler (1849–1919) and Grace Linzee Revere (1854-1928). He received his early education at the Lynam's School in Oxford, England (1905-1909), where his father worked as a professor of medicine at Oxford University. At school, he was awarded prizes for Illustrated Diaries, English Essay and Drawing. In 1914, at the outbreak of World War I, Revere was about to start as an undergraduate at Christ Church College at Oxford University. He had no interest in military matters, preferring to spend his time reading, fishing, swimming, and boating. Once at the college, he joined the Officer Training Corps (OTC) and his attitude to the war began to change. In February 1915, he was attested into the Canadian Expeditionary Force (CEF) and he joined the Canadian Red Cross, Duchess of Connaught Hospital, at Cliveden, as assistant Quartermaster. In November 1915, he became disillusioned with life behind the lines and eventually, he found himself at the front as a Second Lieutenant in Royal Field Artillery. On August 27, 1917, Revere was seriously wounded and despite the efforts of field doctors to save him, he died on August 30, 1917, in Ypres, Belgium and is buried in Dozinghem Military Cemetery in Belgium. His parents received his British War and Victory Medals and his bronze memorial plaque.