Former Bethesda writer and designer Kurt Kuhlmann recently discussed the "Dragon Break" concept in The Elder Scrolls series on the FRVR podcast. This magic-induced temporal anomaly was used to explain how all the endings of The Elder Scrolls II: Daggerfall could be valid at the same time.
This setting is known as "The Warp in the West." Daggerfall offered multiple endings, which subsequent entries in the series incorporated into the lore: these endings all occurred simultaneously within an anomalous timeframe.
According to in-game books, Michael Kirkbride and Kuhlmann seem to have introduced related concepts through "Where Were You When the Dragon Broke?" and "Revisiting the Dragon Break" in The Elder Scrolls III: Morrowind. Ted Peterson, who worked on The Elder Scrolls: Arena and The Elder Scrolls II: Daggerfall, later wrote the in-game book "The Warp in the West" for The Elder Scrolls IV: Oblivion.
In a podcast, Kuhlmann stated that he tried to offer another explanation for this chaos from the perspective of historical records: seemingly contradictory time records could also stem from bias, transcription, or issues during the recording process.
However, his "Revisiting the Dragon Break" deliberately treats events that had not yet occurred in The Elder Scrolls III: Morrowind as past events. This lends the book's skepticism about the "Dragon Break" an air of temporal anomaly itself.