Fleeman was employed by the Laird of Udny and was
dependent on him. His primary function was to provide amusement to the family but he also worked as a farm labourer tending cows and geese. Although Fleeman has been described as a fool or a family jester, he was listed as a pauper in the statistical accounts. He is specifically mentioned by Reverend John Imray of Longside Parish under Section II, eminent characters of the New
Statistical Account of Scotland 1845, where it states: In 1734 Fleeman was with the Laird of Udny and his family at
Knockhall Castle. The castle was destroyed by fire and Fleeman is credited with saving the lives of the family. He was said to have been woken by a dog who was his companion and after discovering the fire, first woke his friends before throwing a large oak chest through a window; normally the weight of the chest meant it needed three men to lift it. Initially Fleeman did not attempt to rouse anyone he disliked, including a bad-tempered domestic servant who he felt generally treated him badly. It was only after he was begged by other staff that he went back into the castle and woke the woman. The family returned to living at
Udny Castle after the fire. Fleeman is described as a "protector and confidante" of the
Countess of Erroll who was a fervent Jacobite supporter. He was able to move around the area without being questioned or suspected of any illicit activity and she used him to deliver messages when she was mustering support for the Jacobite rebellion. She also used him to convey messages to
Lord Pitsligo when he was in hiding at Auchiries. His notoriety extended to Fleeman's name being included in one of
Bram Stoker's Dracula stories. In the 1914 collection of works entitled ''
Dracula's Guest and Other Weird Stories'', first published after Stoker's death, in the tale called
Crooken Sands, Mr Markham has asked his companion if he saw someone else dressed in the same manner as his own. The reply given was that there had not been any such fool since the time of Jamie Fleeman, the Laird of Udny's Fool. The fictional character of Davie Gellatley who appears in the 1814 novel
Waverley by Sir
Walter Scott is thought to be based on Fleeman. Gellatley is characterised as an 'innocent' and a 'fool'. Some of Fleeman's remarks and actions were also recapped in a newspaper article in a significant weekly publication in New Zealand in 1889. Fleeman is attributed as the last of the "family jesters in Scotland" and is better known than the laird who employed him. ==Anecdotes==