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In regards to Woochan, one reason why he has the system is actually because he was born with the ability to see the tragic fates of others. However, this leads to severe bullying in his childhood because people saw him as a freak.
Of course, the system erased his memories in regards to the bullying because of a certain incident once the system booted up in his mind about a year before the story starts. Woochan also has a connection to Seohan and his big brother due to that certain incident.
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Well, their relationship was more fleshed out in the novel with the MC being super suspicious of Woochan. In addition, they were technically supposed to meet later on, which I thought was a weird choice for the author cause there was no sign of the system until months or so after Stardust's debut.
However, Woochan and Seohan eventually warm up to each other, and they even learn the truth of their connected pasts though of course it's a rocky journey. The previous timeline also bleeds into the current timeline, allowing multiple people to remember certain events including Seohan's accident with the truck.
So now we have Woochan, Seohan, and those who remember working together to learn more about the system while trying to succeed in the missions. I don't think winning a Grammy's award was supposed to be the current mission though. I wonder how the artist will incorporate this mission into the plot.

Can anyone please give me spoilers on U-chan.. I actually prefer and like him a lot in this story.