 Re: Sure-fire shirt selling methods?
One more idea to add... I don't think anyone said this.
Target some specific local businesses, especially ones with websites, and learn what you can about them. Pull the logo off their website, and, since you aren't busy, design a sample shirt with their logo and print a couple. If you walk into their office with a shirt in your hand with their logo already on it, they know you're serious and will be impressed. Then it's easy to get an order.
In fact, overcome your fear right now - print up 2 shirts for the new copy store and take them to her tomorrow. Hand them to her with a flyer & price guide. She'll remember you for sure. | 
