As you are progressing in your target language there will be lots of times when you are not going to understand. To reach your goals you need to accept this and keep moving forward.
As for Japanese listening, I will say that several of the “lawns” saved in my playlist required many more than a couple initial passes before becoming nearly fully comprehensible and nicely mowed.
More like several dozen passes in the rotation, and so those lawns became tree stumps and dirt with only a little bit of sod left.
The bonus, though, is that you’re not justing mowing one lawn at a time. You’re mowing hundreds of lawns at the same time that use similar vocabulary and grammatical constructs.