diff --git a/package.json b/package.json
index 3d1149d0..a05a4894 100644
--- a/package.json
+++ b/package.json
@@ -7,7 +7,8 @@
     "enabledApiProposals": [
         "portsAttributes",
         "contribIssueReporter",
-        "debugVisualization"
+        "debugVisualization",
+        "contribViewsWelcome"
     ],
     "license": "MIT",
     "homepage": "https://github.com/Microsoft/vscode-python-debugger",
@@ -521,6 +522,13 @@
                 "id": "inlineHexDecoder",
                 "when": "debugConfigurationType == 'debugpy' && (variableType == 'float' || variableType == 'int')"
             }
+        ],
+        "viewsWelcome": [
+            {
+                "view": "debug",
+                "contents": "\n[Show automatic Python configurations](command:workbench.action.debug.selectandstart?%5B%22debugpy%22%5D)\n",
+                "when": "dynamicPythonConfigAvailable"
+            }
         ]
     },
     "extensionDependencies": [
diff --git a/src/extension/extensionInit.ts b/src/extension/extensionInit.ts
index deb662b4..760644cb 100644
--- a/src/extension/extensionInit.ts
+++ b/src/extension/extensionInit.ts
@@ -206,5 +206,11 @@ export async function registerDebugger(context: IExtensionContext): Promise<IExt
         }),
     );
 
+    executeCommand(
+        'setContext',
+        'dynamicPythonConfigAvailable',
+        window.activeTextEditor?.document.languageId === 'python',
+    );
+
     return buildApi();
 }