It's such a bizarre mindset to me and I struggle to understand it, to me it would be like a Christian Missionary pleading you help the poor but never picking the ladle up themselves (which does happen, but we see it as nothing more than bare naked hypocrisy).
It's both simple and complicated to explain. From what I understand, Hasan does in some ways do what's expected of him, gives to charity and educates people on a lets say, optimistic path for egalitarian socialist ideas and theories. He believes, as many Leftists do, that being a liberal affords him with longstanding facts and logic, that racism, bigotry and the cruelties of end-stage capitalism are self-evident because he has the ironic privilege to trust in institutions, media and the system that are indifferent to the wisdom of the past or lived experience, out of a misguided faith in the apparent enlightenment of modernity. He believes that his set of facts and his theories on remedying the injustices they highlight count as empathy, and has no reason to alter his thinking, even in a situation where he can't explain himself. That he's relatively wealthy and partakes in the capitalist system while claiming to be a socialist isn't necessarily a contradiction, it's that his success is tied to a conflict of interest - that to be a socialist in an age of uncertainty for the average person is a luxury.
At the same time, he's a nepo baby and a streamer who sits in a chair for 8 hours a day in a comfortable house streaming to a vast audience he can't see, browsing the Internet with an agenda and a need to serve an audience with the content they expect and this inherently makes him abnormal - successful online content creators are frequently (not always) maladjusted people because they live at a disconnect, with great financial stability and low stakes and friends who are just like themselves. This leads to behaviour that borders on sociopathic because they struggle to understand what the average person reads and interpolates from their behaviour. Even his fans don't really give a shit about Asmongold, but his head is in the rat race now, and he can't get unstuck.
A good example of this mindset would be the Paul brothers - they might not be inherently malevolent people, but they come across that way because they've spent most of their lives performing for an audience and developed callous, self-serving mindsets as a result. They're good actors and despite some miscalculations they are so much more practiced at grifting than Hasan that I find it impossible to tell what they actually believe in, if they believe in anything at all.
In fact, the only online creators I still follow and respect are people who grew up poor, in a strict environment or working class, and remember it. Few of them are truly 'normal' but they've kept most of their humanity. Hasan lost his a long time ago, because he was taught he didn't need it.