Save up some money to do it right not shitty just to get it out there. Take some time to really finalize your designs and allow the creative process to work. Sure you may have some random people on an internet forum who say they will buy your hat because it is a trendy pattern but in an over saturated market of people who have the 'next up-and-coming streetwear brand' you have to find some way to delineate yourself from the pack. Using the first font you find in microsoft word and putting a line between the name and the city is one of the least original things around today. In addition to all this, getting someone with a better eye for design to do something that small and simple would not cost you much at all. Hell, I could even design something better than that for $10 as a studying graphic design student.
If a simple font and simple design will grab people's attention, so be it. Several brands out there that are making their way up have the most simplest designs of all, and of course, that's what's in; clean, simple, and not over-made. Excuse us for being 16 year old amateurs who are just trying out our ideas and accepting suggestions and solving our criticism.
If you can make something far more appealing then ours than awesome on your part. That's your opinion and I should respect that.