diff --git a/src/d/actor/d_a_tag_statue_evt.cpp b/src/d/actor/d_a_tag_statue_evt.cpp
index 806d8ee3b6..1890500a33 100644
--- a/src/d/actor/d_a_tag_statue_evt.cpp
+++ b/src/d/actor/d_a_tag_statue_evt.cpp
@@ -9,6 +9,8 @@
 #include "d/actor/d_a_tag_statue_evt.h"
 #include "d/d_com_inf_game.h"
 #include "d/d_debug_viewer.h"
+#include "dusk/randomizer/game/tools.h"
+#include "dusk/randomizer/game/verify_item_functions.h"
 
 class daTagStatue_HIO_c : public mDoHIO_entry_c {
 public:
@@ -352,15 +354,26 @@ int daTagStatue_c::demoProc() {
                 }
                 break;
             case DEMO_ACTION_AWARD_ITEM:
-                // If the player already has 5 Sky Characters, reward them with the completed
-                // Ancient Sky Book, otherwise, reward another character
-                if (getLetterCount() == 5) {
-                    item = dItemNo_ANCIENT_DOCUMENT2_e;
-                    /* Sky character - Sky character 6 */
-                    dComIfGs_onEventBit(dSv_event_flag_c::F_0796);
+#if TARGET_PC
+                if (randomizer_IsActive()) {
+                    u8 stageIdx = getStageID();
+                    u8 roomNo = dStage_roomControl_c::mStayNo;
+                    u16 key = (stageIdx << 8) | roomNo;
+                    item = verifyProgressiveItem(randomizer_GetContext().mSkyCharacterOverrides[key]);
                 } else {
-                    item = dItemNo_AIR_LETTER_e;
+#endif
+                    // If the player already has 5 Sky Characters, reward them with the completed
+                    // Ancient Sky Book, otherwise, reward another character
+                    if (getLetterCount() == 5) {
+                        item = dItemNo_ANCIENT_DOCUMENT2_e;
+                        /* Sky character - Sky character 6 */
+                        dComIfGs_onEventBit(dSv_event_flag_c::F_0796);
+                    } else {
+                        item = dItemNo_AIR_LETTER_e;
+                    }
+#if TARGET_PC
                 }
+#endif
 
                 mItemId =
                     fopAcM_createItemForTrBoxDemo(&current.pos, item, -1,
diff --git a/src/dusk/imgui/ImGuiMenuRandomizer.cpp b/src/dusk/imgui/ImGuiMenuRandomizer.cpp
index 190b8ed5e6..a8fe5c6984 100644
--- a/src/dusk/imgui/ImGuiMenuRandomizer.cpp
+++ b/src/dusk/imgui/ImGuiMenuRandomizer.cpp
@@ -42,6 +42,7 @@ namespace dusk {
                     // Put seed generation on a separate thread so it doesn't freeze the game
                     std::thread randoGenerationThread(StartSeedGeneration);
                     randoGenerationThread.detach();
+                    // StartSeedGeneration();
                     m_showRandoGeneration = true;
                 }
 
diff --git a/src/dusk/randomizer/game/randomizer_context.cpp b/src/dusk/randomizer/game/randomizer_context.cpp
index c6f7ef8686..0fe39ef986 100644
--- a/src/dusk/randomizer/game/randomizer_context.cpp
+++ b/src/dusk/randomizer/game/randomizer_context.cpp
@@ -55,6 +55,9 @@ std::optional<std::string> RandomizerContext::WriteToFile() {
     const std::unordered_map<u16, u16> u16BugRewardOverrides(this->mBugRewardOverrides.begin(), this->mBugRewardOverrides.end());
     out["mBugRewardOverrides"] = u16BugRewardOverrides;
 
+    const std::unordered_map<u16, u16> u16SkyCharacterOverrides(this->mSkyCharacterOverrides.begin(), this->mSkyCharacterOverrides.end());
+    out["mSkyCharacterOverrides"] = u16SkyCharacterOverrides;
+
     out["mItemLocations"] = this->mItemLocations;
 
     out["mStartHour"] = static_cast<u16>(this->mStartHour);
@@ -138,6 +141,13 @@ std::optional<std::string> RandomizerContext::LoadFromHash(const std::string& ha
         this->mBugRewardOverrides[bugItemId] = itemId;
     }
 
+    // Sky Characters
+    for (const auto& skyCharacterNode : in["mSkyCharacterOverrides"]) {
+        u16 key = skyCharacterNode.first.as<u16>();
+        u8 itemId = skyCharacterNode.second.as<u8>();
+        this->mSkyCharacterOverrides[key] = itemId;
+    }
+
     // Items we call by location name
     for (const auto& locationNode : in["mItemLocations"]) {
         const auto& locationName = locationNode.first.as<std::string>();
@@ -245,6 +255,7 @@ void GenerateAndWriteSeed(std::string& generationStatusMsg) {
         }
 
         // Freestanding Overrides
+        // Keyed by the stage index and collectible flag of the item
         if (location->HasCategories("Freestanding Item")) {
             u8 stage = metaData[0]["Stage"].as<u8>();
             u8 flag = metaData[0]["Flag"].as<u8>();
@@ -253,12 +264,23 @@ void GenerateAndWriteSeed(std::string& generationStatusMsg) {
         }
 
         // Bug Rewards
+        // Keyed by the item id of the original bug
         if (location->HasCategories("Bug Reward")) {
             u8 bugItemId = metaData[0]["Bug Item Id"].as<u8>();
             u8 itemId = location->GetCurrentItem()->GetID();
             randoData.mBugRewardOverrides[bugItemId] = itemId;
         }
 
+        // Sky Characters
+        // Keyed by u16 of 0xFF00 (stage index) and 0x00FF (roomNo)
+        if (location->HasCategories("Sky Book")) {
+            u8 stageIdx = metaData[0]["Stage"].as<u8>();
+            u8 roomNo = metaData[0]["Room"].as<u8>();
+            u8 itemId = location->GetCurrentItem()->GetID();
+            u16 key = (stageIdx << 8) | roomNo;
+            randoData.mSkyCharacterOverrides[key] = itemId;
+        }
+
         // Items that we lookup just by calling their location name
         if (location->HasCategories("Location Name Lookup")) {
             const auto& locationName = metaData.as<std::string>();
diff --git a/src/dusk/randomizer/game/randomizer_context.hpp b/src/dusk/randomizer/game/randomizer_context.hpp
index 83c1e36d38..5ecf1bcd36 100644
--- a/src/dusk/randomizer/game/randomizer_context.hpp
+++ b/src/dusk/randomizer/game/randomizer_context.hpp
@@ -28,6 +28,7 @@ public:
     std::unordered_map<std::string, std::unordered_map<u8, u8>> mPoeOverrides{};
     std::unordered_map<u8, std::unordered_map<u8, u8>> mFreestandingItemOverrides{};
     std::unordered_map<u8, u8> mBugRewardOverrides{};
+    std::unordered_map<u16, u8> mSkyCharacterOverrides{};
     std::unordered_map<std::string, int> mItemLocations{};
     u8 mStartHour{0};
     u8 mMapBits{};
diff --git a/src/dusk/randomizer/generator/data/locations.yaml b/src/dusk/randomizer/generator/data/locations.yaml
index 92e0491dea..d608b97f86 100644
--- a/src/dusk/randomizer/generator/data/locations.yaml
+++ b/src/dusk/randomizer/generator/data/locations.yaml
@@ -577,7 +577,6 @@
     - Tbox ID: 63
       Stage: F_SP108
 
-# TODO
 - Name: Faron Woods Owl Statue Sky Character
   Original Item: Progressive Sky Book
   Categories:
@@ -585,7 +584,8 @@
     - Faron Woods
     - Sky Book
   Metadata:
-    - None
+    - Stage: 45
+      Room: 8
 
 - Name: Faron Woods Owl Statue Chest
   Original Item: Piece of Heart
@@ -1009,7 +1009,6 @@
     - Tbox ID: 4
       Stage: F_SP121
 
-# TODO
 - Name: Kakariko Gorge Owl Statue Sky Character
   Original Item: Progressive Sky Book
   Categories:
@@ -1017,7 +1016,8 @@
     - Hyrule Field - Eldin Province
     - Sky Book
   Metadata:
-    - None
+    - Stage: 56
+      Room: 3
 
 # TODO
 - Name: Kakariko Gorge Owl Statue Boulder Rupee
@@ -1627,7 +1627,6 @@
     - Tbox ID: 3
       Stage: F_SP121
 
-# TODO
 - Name: Bridge of Eldin Owl Statue Sky Character
   Original Item: Progressive Sky Book
   Categories:
@@ -1635,7 +1634,8 @@
     - Hyrule Field - Eldin Province
     - Sky Book
   Metadata:
-    - None
+    - Stage: 56
+      Room: 0
 
 # TODO
 - Name: Bridge of Eldin Boulder Rupee
@@ -2146,7 +2146,6 @@
     - Tbox ID: 11
       Stage: F_SP122
 
-# TODO
 - Name: Hyrule Field Amphitheater Owl Statue Sky Character
   Original Item: Progressive Sky Book
   Categories:
@@ -2154,7 +2153,8 @@
     - Hyrule Field - Lanayru Province
     - Sky Book
   Metadata:
-    - None
+    - Stage: 57
+      Room: 8
 
 # TODO
 - Name: Hyrule Field Amphitheater Poe
@@ -2681,7 +2681,6 @@
     - Tbox ID: 15
       Stage: F_SP121
 
-# TODO
 - Name: Lake Hylia Bridge Owl Statue Sky Character
   Original Item: Progressive Sky Book
   Categories:
@@ -2689,7 +2688,8 @@
     - Hyrule Field - Lanayru Province
     - Sky Book
   Metadata:
-    - None
+    - Stage: 56
+      Room: 13
 
 # TODO
 - Name: Lake Hylia Bridge Owl Statue Boulder Rupee
@@ -4112,7 +4112,6 @@
     - Tbox ID: 1
       Stage: F_SP124
 
-# TODO
 - Name: Gerudo Desert Owl Statue Sky Character
   Original Item: Progressive Sky Book
   Categories:
@@ -4120,7 +4119,8 @@
     - Gerudo Desert
     - Sky Book
   Metadata:
-    - None
+    - Stage: 59
+      Room: 0
 
 # TODO
 - Name: Gerudo Desert Poe Above Cave of Ordeals