Sir Roger possessed a castle near Timolegue Abbey, in Cork, where his family then were residing and besieged, which is shown by the following extract from a letter written by the Marquis of Clanricarde to Lord Inchiquin:--"The bearer, my noble kinsman Sir Roger O'Shaughnessy, has by my license taken his departure out of the Government into Munster, to take care of his lady, family, and estates, in these parts, which, by reason of his long absence, doth, and may suffer by the general unhappy distemper in this kingdom. I could not let so much worth and merit pass from me, without giving your Lordship notice, that in his own person, his son and followers, he hath constantly, and with much forward affection, being present and assisting to me in all my proceedings and endeavours for his Majesties service." The son alluded to was Dermot, who had raised 50 foot soldiers for Clanricarde; and Sir Roger's brother was a captain in this levy.54