Instead of asking for "criticism" by his followers, he should ask for general criticism by those who don't know him at all.
As how the comic stands: If the intention was for the main character named after one of Adam Sandler's buddies to come of as an underdog, whose sad story is that he struggles financially while trying to fullfill his dream before he finally gets a happy end because after all he was always good, he fails as followed:
1. We don't get any hint on why we should feel sympathetic for the guy outside that he struggles making his dream a reality. While not coming off as unsympathetic, you don't feel like you can really connect with him. He screwed his job over not because his boss is bad, but because he repeatedly comes too late to work. Sorry, but that is still a legit reason to get fired. And why does he come too late to work? Because of screwed priorities regarding his comic. At this point even professionals would tell you that it is not a good idea to consider your comic a higher priority than what you have currently as a job to actually substain yourself, even if what you may draw ends up being the Magna Carta of comics.
2. If the guy is so mature, how come he can't handle his finances not well enough to avoid owing the bank money at the end of the month? I have no idea how low/high minimal wage in America is or how expensive average rent is there, but speaking from own experience, it is not THAT hard to keep a small amount of money to be save in case something like losing your job happens. It says also a lot when his mother sends him over 700 dollars to pay for overdue bills and at the end of a month all the money is gone again.
3. Why does he not immediately look for a new job after losing his current one? I get it, he wants to become a professional comic artist. But seeing how unrealistic it is he immediately becomes hired by someone for his comic, why not do something else? Even just donating blood should give you at least enough to pay food for a couple of days. Or worst case, ask for welfare.
4. The comic wants to convince us he is some mildly popular webcomic artist. And what exactly does he draw? Dobson couldn't even bother to draw something to convince us he could be someone interested to follow as a writer.
5. What would pretty much amount to Dobson's unrealistic expectations on how new artists would be accepted within the industry/the final page. I admitedly know nothing about the processes going on in the industry that result in people getting hired as comic artists for DC, Marvel, IDW, Archie and so on. But seeing how original properties have more or less a hard time to launch for years through them, I doubt he would be hired by a major company like them. More realistically he should have tried to get hired as a regular artist, do a few drawings/pages for them over time to get a foot in the industry and then try something with a more independent publisher.
Speaking of the ending, if Dobson thinks that ending is a hope spot, I like to deconstruct it: They may be interested in your work, Kevin James. But they may drop you faster than a hot potatoe when they ask you in what direction your comic is supposed to go and you have no answer to give to that.