I'm going to crit Wojak's gear choice.
>standing pad up by itself
Get a bookstand. You can prop up your tablet too.
I know nobody actually buys the books, but having gone through 5-6 authors I don't know why they are such a meme either. Figure Drawing for All It's Worth is not a gentle introduction, and Fun with a Pencil is too vague. Wojak should pirate Vilppu's Drawing Manual.
All of these point towards mastering pencil rendering, but why get a tablet then?
This is reaching/projecting, but I feel like someone on /ic/ told Wojak not to draw anime, and he absorbed their screaming to preserve his self-esteem, but never managed to resolve the contradictions between his artistic goals and using a weirdly-sharpened pencil to do online life drawing sessions in his damp suburban bedroom. With that premise in mind,
Holding his extremely sharp pencil sideways probably hurt Wojak's wrist, which is why he's crying.
It makes a hilarious noise and is good for autistically refining pencil shadows. You can also use it to lighten underdrawings, but you're better off buying a scan printer and doing it digitally. Anyway, given that he has a tablet, it might be best for him to focus on painting.
>Blind graphics tablet
This is demotivation incarnate. Save up for a real one.