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Like many other Scottish clan chiefs during the 17th and 18th centuries, MacGregor operated an extralegal Watch over the cattle herds of the Lowland gentry in return for protection money, which was used to feed the families of his tenants and clansmen. By the time Donald was finally released, his wife was dead. Rob's mother Margaret's health failed during Donald's time in prison. Rob's father was taken to jail, where he was held on high treason charges for two years. Although victorious in initial battles, Dundee was killed at the Battle of Killiecrankie in 1689, deflating the rebellion.
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Jacobite risings Īlong with many Highland clansmen, at the age of eighteen Rob Roy together with his father joined the Jacobite rising of 1689 led by John Graham, 1st Viscount Dundee, known as Bonnie Dundee, to support the Stuart King James VII who had fled Britain after being declared deposed by Parliament during the Glorious Revolution of 1688. It has been argued that they also adopted a cousin named Duncan, but this is not certain. The couple had four sons: James Mor MacGregor (1695–1754), Ranald (1706–1786), Coll (died 1735 ) and Robert (1715–1754-known as Robìn Òig or Young Rob). In January 1693, at Corrie Arklet farm near Inversnaid, he married Mary MacGregor of Comar (1671–1745), who was born at Leny Farm, Strathyre. He was also descended from the Clan MacDonald of Keppoch through his paternal grandmother. His parents were the local Clan MacGregor Tacksman, Donald Glas MacGregor, and Margaret Campbell.
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Rob Roy was born in the Kingdom of Scotland at Glengyle, at the head of Loch Katrine, as recorded in the baptismal register of Buchanan, Stirling.