@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.