If you're going to add biker patches to your gear, get a custom paint job on your bike, and go all-out in personalizing everything connected to your motorcycle, you want to be sure it all matches. To that end, you should come up with your overall theme before you start buying items or having your bike customized. The more work you put into it, the better your finished product will look. It's important to visualize what you'll look like sitting on your motorcycle; otherwise, you might be disappointed with how everything turns out.
Your bike should probably be the first thing you consider since it will probably be the most expensive item to customize. You can always get a new jacket and put different embroidered patches on it. Once you've decided on the colors and images you want to use on your bike, you can start thinking about what types of patches you'd like to use. You can also think about customizing your saddlebags and your trailer or sidecar, if you have one.
Once you've decided on what your bike is going to look like, you can start thinking about what motorcycle patches you want to put on your jacket or vest. Do you want your jacket to perfectly match it, or do you want it to look a little different but not clash? If you had an animal or something similar painted on your motorcycle, you might want to get some sew on patches with the same creature.
Can't decide what patches you want to put on your jacket? You always have the option of getting a couple of jackets and making two different looks. You could do one in patches that perfectly match your jacket and one in patches that you really like.