Arkham Origins Incident
After he retrieved all of the Enigma Datapacks, Batman found a secret room with the first prototype Riddler Trophy, which possibly showed that Batman had gotten Enigma's interest in riddles going again after he managed to get all the datapacks, unlocked the GCR Towers, and started to create his new identity as the Riddler, to further challenge Batman and prove that he's the superior one out of the two of them.
Arkham Asylum Incident
After the Riddler hacked into Batman's communications from his hidden lair, he challenged the Dark Knight to (optionally) solve Riddles and find his Riddler Trophies that he placed around the island. They were marked on the map after Batman collected the Riddler Maps, which were left by Riddler before he left the island. After he did all of those challenges, it was overheard on Batman's comm, that the GCPD discovered Riddler's hideout and subsequently arrested him.
Arkham City Incident
After all of the criminals and Batman himself were locked up in a walled-off chunk of Gotham, the Riddler did exactly what he did a year before: hide trophies and riddles for Batman to find and solve. That time, he made them not only hidden, but some could only be collected by solving taxing puzzles. The trophies were for not only Batman, but some were for Catwoman as well. Catwoman's trophies were lit pink and Batman would be electrocuted if he attempted to touch them. Catwoman, however, could collect both pink and green trophies. That time, instead of Riddler Maps, disguised Riddler Thugs that were highlighted in green must be interrogated to see the trophy locations on the Arkham City Map.
Arkham Knight Incident
As part of his grand scheme to finally best Batman, Riddler created a fresh set of Trophies, spread them throughout the three islands, and in the major locations as well. In addition, he also created various deathraps that coincided with some of the Trophies to test Batman. Riddler made finding all of his Trophies the exclusive requirement for the right to be able to fight his mechanized suit of armor. Just as in Arkham City, Riddler's Thugs were spread throughout the city, though they could only be found among rioters. There were no informants within the various factions.
- In Arkham Origins, the Riddler Trophies were replaced by the Enigma Datapacks.
- Riddler produced at least 924 trophies:
- The Riddler Trophies were the only collectibles in the series to appear in all four of the main Arkham Games.