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I am using "Eclipse IDE for Enterprise Java and Web Developers". When creating a launch group, i have the following options for "Post launch action ": None, Wait until terminated, Delay, Wait for console output I have two configurations in my Launch goup. The 1st is a Run configuration (Gradle Task) The 2nd is a Debug configuration (Remote Java Application) These two need to run in parallel, because the 1st never terminates (it basically starts a Java application via Gradle buildship plugin and then waits for Eclipses remote debugger to attach). However, no matter which post launch action i select, all of them only start to take effect after the 1st config is manually terminated. From my understanding this should not happen. For example, when i set post launch action to "Delay (3s)", the 2nd config will never run (because the 1st does not terminate). When i terminated the 1st manually, then after 3 seconds the second config starts (and obiously fails because debugger can no longer attach). Same problem exits for "None" or "Wait for console output". So it is not possible for me to run two configs in parallel.