Another story tells how at the end of his life he shamed the haughty servant of Regent Morton by showing him how his own prosperity had faded.
George Douglas was also the source of the story that James V died in a feverish delirium at Falkland Palace still lamenting the loss of his standard and the capture of his favourite Oliver at Solway.
Whether or not Sinclair actually was commander at the defeat of the Scottish army, the immediate currency of the story shows that James V's employment of lesser nobles caused jealously amongst those who were excluded, especially the exiled Douglas Lords.
The Privy Council ordered Thomas Wharton to free the "pledge" but asked him to protract the process, if possible, to increase Cleisburn's devotion to England.
[9] David Hume of Godscroft writing around 1600 gives the usual story of Oliver deserted by the nobility of Scotland at Solway (Solemne-Mosse), but adds an epilogue to his career.
[10] George Douglas of Pittendreich's account of the events before Solway was that after James V had left the Scottish army, Oliver Sinclair was appointed commander instead of Lord Maxwell.
Hawthornden attributed the defeat to a misunderstanding; Sinclair was tasked only to deliver the message that Maxwell was in command, and when he was raised up to speak, the anxious army thought he had been made leader.