diff --git a/lib/core/janitor.ts b/lib/core/janitor.ts
index 55772ac..27bbd85 100644
--- a/lib/core/janitor.ts
+++ b/lib/core/janitor.ts
@@ -116,7 +116,9 @@ async function runWithStrategies(
         const { toolCallIds, toolOutputs, toolMetadata } = parseMessages(messages, state.toolParameters)
 
         const alreadyPrunedIds = state.prunedIds.get(sessionID) ?? []
-        const unprunedToolCallIds = toolCallIds.filter(id => !alreadyPrunedIds.includes(id))
+        // Normalized set for filtering to avoid re-processing already pruned tools with different casing
+        const alreadyPrunedLower = new Set(alreadyPrunedIds.map(id => id.toLowerCase()))
+        const unprunedToolCallIds = toolCallIds.filter(id => !alreadyPrunedLower.has(id))
 
         const gcPending = state.gcPending.get(sessionID) ?? null
 
@@ -145,7 +147,7 @@ async function runWithStrategies(
             )
         }
 
-        const finalNewlyPrunedIds = llmPrunedIds.filter(id => !alreadyPrunedIds.includes(id))
+        const finalNewlyPrunedIds = llmPrunedIds.filter(id => !alreadyPrunedLower.has(id.toLowerCase()))
 
         if (finalNewlyPrunedIds.length === 0 && !gcPending) {
             return null
diff --git a/package-lock.json b/package-lock.json
index cb2d1dc..a6c3dcd 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "@tarquinen/opencode-dcp",
-  "version": "0.4.16",
+  "version": "0.4.17",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "@tarquinen/opencode-dcp",
-      "version": "0.4.16",
+      "version": "0.4.17",
       "license": "MIT",
       "dependencies": {
         "@ai-sdk/openai-compatible": "^1.0.28",
diff --git a/package.json b/package.json
index 0606f04..ffb7bb1 100644
--- a/package.json
+++ b/package.json
@@ -1,7 +1,7 @@
 {
   "$schema": "https://json.schemastore.org/package.json",
   "name": "@tarquinen/opencode-dcp",
-  "version": "0.4.16",
+  "version": "0.4.17",
   "type": "module",
   "description": "OpenCode plugin that optimizes token usage by pruning obsolete tool outputs from conversation context",
   "main": "./dist/index.js",