Tobo, also known as Shiki and Thi Kim, is the son of Murgen and Sahra, and was born with sorcerous talent. He was born shortly before Murgen is trapped in the ice caverns below the Plain of Glittering Stone.
Tobo grew up in Taglios during the time of the Protectorate, which was Soulcatcher’s tyrannical rule of the city and its imperial holdings. He was surrounded by the remaining members of the Black Company. Tobo aids the Black Company in major and minor ways under Sleepy and Sahra's direction. He is trained by One-Eye and Goblin to use his magical talents so that he can one day replace them within the Company, as was foreseen by Sahra's mother Hong Tray.
Tobo's curious nature gets the best of him on the Plain of Glittering Stone, and he is lured down to the resting place of the dread goddess Kina. Goblin sacrifices himself buying time for Tobo, Sleepy, Suvrin, and Master Santaraksita to escape.
In the four years between Water Sleeps and Soldiers Live, Tobo receives a thorough and careful education in the ways of sorcery. Lady eventually suggested that Tobo could be even stronger than she was at the height of her own power. One of his unique talents is the ability to communicate with the titular residents of the Land of Unknown Shadows. As his power grows, so too does his control over the Unknown Shadows, until he's finally able to deploy them as informants, spies, messengers, and in some cases, as weapons, in much the same ways that Longshadow used feral shadows from the Plain.
Tobo becomes a master of Shadowgate repair. He fixes the homeworld's Shadowgate by removing the haphazard tapestry of jury-rigged spells placed on it by Longshadow, who had been forced to seal it with his own true name. When Tobo finished, the magic structure was stronger than it ever was.
The young sorcerer played a significant role in Sleepy's war war against Soulcatcher and her Protectorate minions. He spent a large amount of time teaching their young Voroshk captives and turning them into allies who helped them for the remainder of the campaign. After his mother Sahra disappeared during the Battle at the Shadowlander cemetery, and his father was killed in an ambush set by Mogaba at the start of the Siege of Taglios, Tobo's gentle nature was tested by a need for vengeance. He sent his most dangerous Unknown Shadows to torture Mogaba, Ghopal Singh, and two of Singhs cousins to death, even though they were fleeing on the great river. He then attempted to covertly assassinate Aridatha Singh, but was outsmarted and put into a coma after sustaining a dreadful head wound. Unconscious and slowly dying in a hidden Taglian prison cell, Tobo was finally rescued by Croaker, Arkana, and the Unknown Shadows. He recovered and overcame his dark emotions. He helped heal Lady, who had been seriously wounded in a rumel attack by the Daughter of Night. The Company put him back on the path to becoming the positive force that his great-grandmother Hong Tray had foreseen.