Why do the clippings remain on lawn and don't enter bag?
Blades cut the grass and blow air like a fan. The clippings should flow along with the air out into the yard or into the bag. That only works if the bag acts like a filter and catches the clippings but lets the air out to be replaced by more air and more clippings until the bag is full of clippings.
The most likely problem is that your bag does not let the air out. Cutting wet grass will coat the inside like green paint. When dry, it's like the underside of your mower.
Check the inside. You might need to scrape and/or flush from the outside in. Can yours be turned inside out"? That would be the best case.
When clean and dry, it should work.
Didn't mention the easiest fix: to take out the hand-ful of clipping blocking the path to the bad: since you already checked that.
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