Jess's biggest problem is she is such a fucking tryhard, just like all the other sheltered nerds that do self insert tumblr comic or pretend to be daily life superheroes when milking for karma on reddit . They try to be badass, come off as edgy, they try to be relatable and quirky, come off as needy and lonely...
A shame because she is actually cute and her comic without the shit writing is kinda cute too, if only she didn't went out of way to portray herself as a salty cunt in every single one and didn't posted the cringy TMI and shit takes on social media she would be alright. When your most beloved character is the straw man villain you included only to make fun off and your most hated character is your own self insert protagonist you are doing something wrong, Dobson should have been a cautionary tale for webcomic artists.
90s dorks grow up and larp as "badass skateboarders" because they were probably playing pokemon when skateboarding it became trendy and all the cool twelve year olds they envied were doing it. Too bad is not cool to be a poser Poochie knockoff when you are over 30 and don't even know the first thing about that sport. Just let it go dudes.
I also bet she is the same kind of retard that goes skating without insurance and when she breaks an arm is all capitalism fault she is irresponsible and her priorities are fucked.