diff --git a/docs/vscode-extension.md b/docs/vscode-extension.md
index f936b2b4..ec86cc16 100644
--- a/docs/vscode-extension.md
+++ b/docs/vscode-extension.md
@@ -49,8 +49,8 @@ All settings live under `Context Engine Uploader` in the VS Code settings UI or
 | `contextEngineUploader.decoderUrl` | Override `DECODER_URL` passed into `scripts/ctx.py` when running Prompt+. Defaults to local llama.cpp (`http://localhost:8081`, auto-appends `/completion`). Use `http://localhost:11434/api/chat` for Ollama. |
 | `contextEngineUploader.useGlmDecoder` | Set `REFRAG_RUNTIME=glm` for Prompt+ to hit GLM instead of Ollama/llama.cpp. |
 | `contextEngineUploader.useGpuDecoder` | Set `USE_GPU_DECODER=1` so ctx.py prefers the GPU llama.cpp sidecar. |
-| `contextEngineUploader.targetPath` | Absolute path that should be passed to `--path` (for example `/Users/mikah/Nadi/dumon/dumon-ai-engine-revised`). |
-| `contextEngineUploader.endpoint` | Remote endpoint passed to `--endpoint`, defaulting to `http://mcp.speramus.id:8004`. |
+| `contextEngineUploader.targetPath` | Absolute path that should be passed to `--path` (for example `/users/mycode`). |
+| `contextEngineUploader.endpoint` | Remote endpoint passed to `--endpoint`, defaulting to `http://localhost:8004`. |
 | `contextEngineUploader.intervalSeconds` | Poll interval for watch mode. Set to `5` to match the previous command file. |
 | `contextEngineUploader.extraForceArgs` | Optional string array appended to the force invocation. Leave empty for the standard workflow. |
 | `contextEngineUploader.extraWatchArgs` | Optional string array appended to the watch invocation. |
diff --git a/vscode-extension/build/build.sh b/vscode-extension/build/build.sh
old mode 100644
new mode 100755
index 783832f3..169ef8c7
--- a/vscode-extension/build/build.sh
+++ b/vscode-extension/build/build.sh
@@ -37,7 +37,13 @@ chmod +x "$STAGE_DIR/$CLIENT"
 # Optional: bundle Python deps into the staged extension when requested
 if [[ "$BUNDLE_DEPS" == "--bundle-deps" ]]; then
     echo "Bundling Python dependencies into staged extension using $PYTHON_BIN..."
-    "$PYTHON_BIN" -m pip install -t "$STAGE_DIR/python_libs" requests urllib3 charset_normalizer
+    # On macOS, urllib3 v2 + system LibreSSL emits NotOpenSSLWarning; pin <2 there.
+    if [[ "$(uname -s)" == "Darwin" ]]; then
+        echo "Detected macOS; pinning urllib3<2 to avoid LibreSSL/OpenSSL warning."
+        "$PYTHON_BIN" -m pip install -t "$STAGE_DIR/python_libs" "urllib3<2" requests charset_normalizer
+    else
+        "$PYTHON_BIN" -m pip install -t "$STAGE_DIR/python_libs" requests urllib3 charset_normalizer
+    fi
 fi
 
 pushd "$STAGE_DIR" >/dev/null
diff --git a/vscode-extension/context-engine-uploader/extension.js b/vscode-extension/context-engine-uploader/extension.js
index 3fb7685c..1fb220af 100644
--- a/vscode-extension/context-engine-uploader/extension.js
+++ b/vscode-extension/context-engine-uploader/extension.js
@@ -303,8 +303,19 @@ async function ensurePythonDependencies(pythonPath) {
 async function checkPythonDeps(pythonPath) {
   const missing = [];
   let pythonError;
+  const env = { ...process.env };
+  try {
+    const libsPath = path.join(extensionRoot, 'python_libs');
+    if (fs.existsSync(libsPath)) {
+      const existing = env.PYTHONPATH || '';
+      env.PYTHONPATH = existing ? `${libsPath}${path.delimiter}${existing}` : libsPath;
+      log(`Using bundled python_libs at ${libsPath} for dependency check.`);
+    }
+  } catch (error) {
+    log(`Failed to configure PYTHONPATH for dependency check: ${error instanceof Error ? error.message : String(error)}`);
+  }
   for (const moduleName of REQUIRED_PYTHON_MODULES) {
-    const check = spawnSync(pythonPath, ['-c', `import ${moduleName}`], { encoding: 'utf8' });
+    const check = spawnSync(pythonPath, ['-c', `import ${moduleName}`], { encoding: 'utf8', env });
     if (check.error) {
       pythonError = check.error;
       break;
diff --git a/vscode-extension/context-engine-uploader/package.json b/vscode-extension/context-engine-uploader/package.json
index 93d7574b..4f09671f 100644
--- a/vscode-extension/context-engine-uploader/package.json
+++ b/vscode-extension/context-engine-uploader/package.json
@@ -2,7 +2,7 @@
   "name": "context-engine-uploader",
   "displayName": "Context Engine Uploader",
   "description": "Runs the Context-Engine remote upload client with a force sync on startup followed by watch mode. Requires Python with pip install requests urllib3 charset_normalizer.",
-  "version": "0.1.16",
+  "version": "0.1.25",
   "publisher": "context-engine",
   "engines": {
     "vscode": "^1.85.0"