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Richard Birdsall Rogers’ Grandfather, David McGregor Rogers, U.E.L., was born in Vermont in 1772 and later came to Upper Canada with the Loyalists in 1784 and represented Prince Edward County in the Legislature for two terms.
Rogers' father Robert David was born near Grafton in 1809 and served with Captain Warren's Volunteer Company of Cobourg. He was well-known as the settler of the Village of Ashburnham (known as Scotch Village). In Ashburnham, Robert David built flour and saw mills and operated a successful mercantile business called the R.D. Rogers Store and had a saw mill in the eastern bank of the Otonabee River, and a flour mill. Robert David's store bore the number 1856 on the front and was located at 38 Hunter Street East, 1856 being the year the store was built. Robert David's nephews Harry Cassidy Rogers and Henry Thomas Strickland clerked in his store in their earlier years. He was also the town's first Postmaster. In 1862, Robert David organized the Ashburnham Company of the 57th Battalion which he commanded until 1866, when his son J.Z. Rogers took command. Robert was very active and participated in municipal affairs, and was elected Warden of the County of Peterboro in 187. He died in 1885.
Rogers' uncles were also prominent men in their communities. They include Colonel James Zacheus Rogers who commanded the 57th Batallion of Peterboro Rangers and engaged in significant lumbering enterprises. Richard Birdsall Rogers regularly corresponded with him especially after his own father’s death. Another uncle, George Charles Rogers, managed the Otonabee Flouring Mills but died suddenly in 1883 while superintending repairs of the Mill dam. George's funeral was conducted with great military honours and was attended by a large number of the population.
Rogers' great-grandfather, Colonel James Rogers, was an officer of the Queen’s Rangers and commanded the King’s Royal Rangers during the American Revolution. His brother, Colonel Robert Rogers (great-uncle to Rogers) was commander of the famous Rogers’ Rangers during the Seven Years War.