diff --git a/src/utils/websearch/hook-config.ts b/src/utils/websearch/hook-config.ts
index 0e0c2831..ad88b0bb 100644
--- a/src/utils/websearch/hook-config.ts
+++ b/src/utils/websearch/hook-config.ts
@@ -130,7 +130,9 @@ export function ensureHookConfig(): boolean {
         const command = hookArray?.[0]?.command;
         if (typeof command !== 'string') return false;
 
-        const normalized = command.replace(/\\/g, '/');
+        const normalized = command
+          .replace(/\\/g, '/') // Windows backslashes
+          .replace(/\/+/g, '/'); // Collapse multiple slashes
         return normalized.includes('.ccs/hooks/websearch-transformer');
       });
 
@@ -254,7 +256,9 @@ export function removeHookConfig(): boolean {
 
       const command = hookArray[0].command as string;
       // Normalize path separators for cross-platform matching (Windows uses backslashes)
-      const normalizedCommand = command.replace(/\\/g, '/');
+      const normalizedCommand = command
+        .replace(/\\/g, '/') // Windows backslashes
+        .replace(/\/+/g, '/'); // Collapse multiple slashes
       return !normalizedCommand.includes('.ccs/hooks/websearch-transformer'); // Remove if CCS hook
     });
 
diff --git a/src/utils/websearch/hook-utils.ts b/src/utils/websearch/hook-utils.ts
index 85618d64..7a551380 100644
--- a/src/utils/websearch/hook-utils.ts
+++ b/src/utils/websearch/hook-utils.ts
@@ -20,7 +20,9 @@ export function isCcsWebSearchHook(hook: Record<string, unknown>): boolean {
   if (typeof command !== 'string') return false;
 
   // Normalize path separators for cross-platform matching
-  const normalizedCommand = command.replace(/\\/g, '/');
+  const normalizedCommand = command
+    .replace(/\\/g, '/') // Windows backslashes
+    .replace(/\/+/g, '/'); // Collapse multiple slashes
   return normalizedCommand.includes('.ccs/hooks/websearch-transformer');
 }
 
diff --git a/src/utils/websearch/profile-hook-injector.ts b/src/utils/websearch/profile-hook-injector.ts
index c4fe01de..5a98b00c 100644
--- a/src/utils/websearch/profile-hook-injector.ts
+++ b/src/utils/websearch/profile-hook-injector.ts
@@ -195,7 +195,9 @@ function updateHookTimeoutIfNeeded(
       const command = hookArray[0].command;
       if (typeof command !== 'string') continue;
       // Normalize path separators for cross-platform matching (Windows uses backslashes)
-      const normalizedCommand = command.replace(/\\/g, '/');
+      const normalizedCommand = command
+        .replace(/\\/g, '/') // Windows backslashes
+        .replace(/\/+/g, '/'); // Collapse multiple slashes
       if (!normalizedCommand.includes('.ccs/hooks/websearch-transformer')) continue;
 
       // Found CCS hook - check if needs update
diff --git a/tests/unit/utils/websearch/hook-utils.test.ts b/tests/unit/utils/websearch/hook-utils.test.ts
index 6bd09c30..a3f7bd3e 100644
--- a/tests/unit/utils/websearch/hook-utils.test.ts
+++ b/tests/unit/utils/websearch/hook-utils.test.ts
@@ -38,6 +38,18 @@ describe('isCcsWebSearchHook', () => {
     expect(isCcsWebSearchHook(hook)).toBe(true);
   });
 
+  test('Returns true for path with double slashes (normalization)', () => {
+    const hook = {
+      matcher: 'WebSearch',
+      hooks: [
+        {
+          command: 'node /home/user//.ccs//hooks/websearch-transformer/index.js',
+        },
+      ],
+    };
+    expect(isCcsWebSearchHook(hook)).toBe(true);
+  });
+
   test('Returns false for non-WebSearch matcher', () => {
     const hook = {
       matcher: 'SomethingElse',