Profile to detect app error?

NOOB ALERT!

Permanently using a 10" tablet in my car, running rooted Android 4.2.2.

I've set up Tasker to press a widget button whenever I start my car, so music starts automatically.

My only problem is that the app sometimes returns an error, causing music to stop whenever I press OK or REPORT on the error message displayed in a popup.

What I want to do is to make tasker detect the error and press OK, than wait 2 seconds, than press play on the widget again.

I know how to setup everything except detecting the error message.

Thanks in advance for your help.