A good life can be happening quietly while you are busy evaluating it.

Evaluation and experience compete for the same attention. Assessing whether your life is going well takes you out of the life you are assessing, and the assessment usually happens against a standard you did not choose. A good stretch can pass entirely while you are busy grading it.

Give the judging a time and place, once a month rather than continuously. Outside that, let the days happen without a running verdict. Much of what you are looking for is happening in the hours you spend checking.