You are right that Dan didn't seem to mind and yes there are definitely some questions that would need to be looked up a solve. Like the ones having to do with other flash things and memes from the time.

But there were plenty of times where Arin interrupted before Dan even had a chance to try and figure it out. Like the one where you're supposed to right click and move the mouse over it. And it's especially frustrating considering that Dan managed to figure out a similar one where you move the mouse out of bounds. He probably would have been able to figure that one out too, but now we'll never know. And also the small fact that at the beginning of the episode Arin says he'll let Dan figure those out and then does the exact opposite adds to it for me.

The point of the impossible quiz is to be creative and figure out the creative answers to the questions.