diff --git a/packages/coding-agent/src/modes/controllers/input-controller.ts b/packages/coding-agent/src/modes/controllers/input-controller.ts
index 9fd238744..aa70e59ca 100644
--- a/packages/coding-agent/src/modes/controllers/input-controller.ts
+++ b/packages/coding-agent/src/modes/controllers/input-controller.ts
@@ -552,7 +552,7 @@ export class InputController {
 			const wasPythonMode = this.ctx.isPythonMode;
 			const trimmed = text.trimStart();
 			this.ctx.isBashMode = trimmed.startsWith("!");
-			this.ctx.isPythonMode = pythonCommandPrefixLength(trimmed) > 0;
+			this.ctx.isPythonMode = parsePythonCommandInput(trimmed) !== undefined;
 			if (wasBashMode !== this.ctx.isBashMode || wasPythonMode !== this.ctx.isPythonMode) {
 				this.ctx.updateEditorBorderColor();
 			}
diff --git a/packages/coding-agent/test/input-controller-keybindings.test.ts b/packages/coding-agent/test/input-controller-keybindings.test.ts
index 772dbf9cd..e0f1e9382 100644
--- a/packages/coding-agent/test/input-controller-keybindings.test.ts
+++ b/packages/coding-agent/test/input-controller-keybindings.test.ts
@@ -251,6 +251,23 @@ describe("InputController keybinding setup", () => {
 		expect(spies.resetDisplay).toHaveBeenCalledTimes(1);
 	});
 
+	it("does not mark pasted shell prompts as Python mode while editing", async () => {
+		const { InputController, ctx, editor } = await createContext();
+		const controller = new InputController(ctx);
+
+		controller.setupKeyHandlers();
+
+		editor.onChange?.("$ cd ~/project && sudo ./build-and-push.sh o5.7 2>&1 | tail -4");
+
+		expect(ctx.isPythonMode).toBe(false);
+		expect(ctx.updateEditorBorderColor).not.toHaveBeenCalled();
+
+		editor.onChange?.("$ print(1)");
+
+		expect(ctx.isPythonMode).toBe(true);
+		expect(ctx.updateEditorBorderColor).toHaveBeenCalledTimes(1);
+	});
+
 	it("registers retry as an editor action and retries the failed turn", async () => {
 		const { InputController, ctx, editor, spies } = await createContext();
 		const controller = new InputController(ctx);