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Jailer's Personal Stash
Open ten Rift Hidden Caches during the Night Fae assault on the Crucible of the Damned.
Jailer's Personal Stash requires you to open ten Rift Hidden Caches during the Night Fae assault on the Crucible of the Damned, accessible by entering The Rift from Korthia.
Enter The Rift
Make your way to the Screaming Shade Rift Portal at 41.51, 41.41 in Korthia. Use a 
Repaired Riftkey or Unbalanced Riftstone at the portal to phase into The Rift.
Travel Into The Maw
Follow the path through Korthia in The Rift toward The Maw, entering at 41.5, 36.25. Wait for the Night Fae Assault to be active, then make your way to the Crucible of the Damned.
Locate All Ten Caches
Search the Crucible of the Damned area for Rift Hidden Caches at the following locations: 20.6, 47.4 (Cache 1), 25.3, 49.1 (Cache 2), 29.7, 42.9 (Cache 3), 26.3, 37.6 (Cache 4), 23.3, 35.8 (Cache 5), 25.1, 27.1 (Cache 6), 19.1, 33.4 (Cache 7), 24.6, 36.9 (Cache 9), and 22.6, 46.2 (Cache 11). The quest A Shady Place is not required to loot these caches.
Split Across Multiple Days
The Rift Hidden Caches have a daily lockout, so if you loot only 6 on the first day, return the following day during the Night Fae Assault to loot the remaining 4 and complete the achievement.
Tips
See the video guide for a full walkthrough of the route through The Rift to the Crucible of the Damned.