In January 1560, the English agent Thomas Randolph wrote that he knew some scandal concerning Jean, 'a mirrie matter, worthe the reporting,' but gave no further detail.
On 8 October 1573 at Edinburgh, a Tack was made to Jean Hepburn of the lands and barony of Morham which had originally belonged to her mother, and had been forfeited to the Crown subsequent to her brother the Earl of Bothwell's attainder for treason.
[2] On 4 January 1562, Jean Hepburn married John Stewart, an illegitimate son of King James V of Scotland by his mistress Elizabeth Carmichael.
Jean Hepburn married secondly John Sinclair, Master of Caithness, by whom she had five children: In 1567, following the Earl of Bothwell's abduction of Queen Mary to Dunbar Castle where he held her in captivity until she agreed to marry him, Jean Hepburn served as one of the queen's companions along with Janet Beaton, Bothwell's former mistress, and her sister, Margaret Beaton, Lady Reres.
He was involved in the conspiracy to assassinate Henry Stuart, Lord Darnley and was present at the Kirk o'Field on the night of the murder.
[7] In 1581, warned of his impending arrest for complicity in Lord Darnley's murder, he fled from Jean Hepburn's tower-house at Morham to England.