DSP drinks in the dead of night and not only is he going to be sweating bullets anyways but his conscience is getting to him from all the bullshit he's done to other people.
So if he feels bad. He want's to make sure you feel sorry for him anyway possible.
From him telling you how he's ironically going to start a fire to cool his house down in 75 degree weather, or telling you about the littles cut possible on a human being.
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Phil wants you to feel bad for him, which ultimately makes him feel good.
Misery loves company.