1. Hide the About Us page, or make it less specific (instead of "four guys", call it a "team of entrepreneurs". A grainy cell phone picture of the team playing video games in lawn chairs with a messy coffee table doesn't lend any more confidence to the average consumer.
2. Get rid of the "design credit goes to Square until we can hire a designer". The average consumer will wonder why you haven't hired a designer yet and will be turned off by whatever answer you give them.
3. This one is more for the nerds than the average consumer (though the average person might spot that something is wrong even if they can't pinpoint it): that iPad on the homepage is badly photoshopped (it's extra wide and the Safari toolbar doesn't extend the width of the screen).
4. The word leaky has a negative connotation. Your product offers a positive outcome (saving money on car insurance), so you need to come up with a more positive name for your business.