There is not much to understand about DSP. He is a beggar, and its fun to make fun of beggars, that's it.
Had he been born in a 3rd world country he would be one of those guys you meet at a bus stop who gives you a sad story about needing to pay some or other bill, or need to buy a bus ticket back home or whatever, and then the next day he's still there and gives you the same story, and you go "wtf dude", and he just shrugs and starts giving the same story to the guy next to you, and then the next day you see him again and he gives you the same story again.
And then you realize that that's their life, they are just lazy and have no dignity or motivation to do anything else, because they usually make more money than a factory worker off of tourists.
DSP is exactly that, only on the internet, so its easier to make fun of him. He is also probably the most successful beggar in human history, and has a lot of whales that pay him just to make his aylawgs mad on KF (like 50% of the DSP forum is people seething about how much money he makes), so there's that.