Box 1: system.debug -
To configure verbose logs for all runs, you can add a variable named system.debug and set its value to true.
Note: Verbose logging is the practice of recording to a persistent medium as much information as you possibly can about events that occur while the software runs.
Box 2: true -
Reference:
https://docs.microsoft.com/en-us/azure/devops/pipelines/troubleshooting/review-logs