During his adventures, James found the dark secret about a Mexican village; he was involved in the strange contend between Lord Douglas Whitehill and the bizarre Skykeeper and, by dreams, travelled to Earth's past and knew Mareish-Loh (the Spirit of Winter).
He was in Brazil (where he found out about the refuge of monsters and other supernatural beings called "Arena"), and in Portugal, when he involuntarily participated in Jose Fagundo de Solemar's plans, a sorcerer of Coimbra.
A melancholic temperament (as result of James' tendency to try to "understand" the reality, more specifically the "evil in the world and in the human heart").
Since he accumulated a plenty of painful memories during his life, James practiced memory-blockage, using a technique he learned from an African shaman.
Later, other short stories written by Rita Maria Felix da Silva showed James Winterwood as a probable ancestor of the following characters: 1.