@magmar and @jetageoflotus. I would seriously suggest both of you guys hire a designer. I really think someone who knows what they are doing could make something more appealing to the eye and make your hats stand out better.
A designer? We're just starting dude; we're not all professional so no shit it's not going to look good at first. We just have to give it some time.
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.
There is nothing fundamentally wrong with the design but it also doesn't stand out. And yes many brands are using simple tags but don't use another brands' success to justify what you are doing. You said it yourself; clean and simple is [b]in[b], it is trendy but trends don't last forever, they come and go. Say in 6 months or a year every new start-up brand is using crazy designs because that is what is trendy then, but you are left in the dust because you followed a trend. No one starts a brand saying to themselves that they only want to do it for 2 years and then they are done, most people want their brand to last forever but in order to do that, you have to give every effort to make something that is timeless and is 'cool' all the time. Lastly, don't use your age as an excuse, I am 16 as well and in a similar circumstance trying to make a clothing label but I am taking my time to make something worth paying attention to not something that nobody cares about 3 months from now when seasons change. You have all the time in the world to make your hats so take your time and do it as best as you can the first time around rather than half-assing it and losing money.