Do you know anyone who relates to the idea of repentance with joy and happiness? Looking forward to that sore tuchas from sitting so long in synagogue? Can there be trepidation for the Day of Judgment and awe for the Day of Atonement and also an uplifted positive spirit? You bet your sore tuchas.
It’s all a matter of focus. When you are doing teshuva, repentance before the High Holy Days, every effort you make is rewarded. You are placed in a win/win situation. If you are able to better yourself in anyway, you will reap infinite rewards in this world and the next. When a law student is up for the Bar Exam it is either pass or fail. There is no credit given for the years of law school or the late nights preparing. You are either confirmed a lawyer or not. One gentleman in Los Angeles worked as a law clerk for 24 years taking the exam twice a year and failing each time until finally he was able to pass. Of course, you have to admire his persistence. But in the physical world, there is no real reward for preparing for the Bar Exam. In the spiritual world it is the opposite. You can feel joy every time you make the smallest effort on behalf of your soul.
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