 Auliffe O'Leary joined the side of Hugh Ó Neill, 2nd Earl of Tyrone in the Nine Years' War, from the very inception of it, and took the field with William Bourke (Clanricarde) and others.For this the chiefs of the O'Learys were eventually attained, and their lands parceled out, but because of the remoteness of their territory it was never carried out, and they remained safe there until the Cromwellian confiscations decades later.Donough MacCarty, 1st Earl of Clancarty did however appear to do his best to allow them to stay on their lands through leasing.