It's no new news that online dating has its challenges. First off, the whole process of getting up and running can be pretty time consuming. You'll need to take the time to figure out what photos you're going to use — and make the tough call on which one you're going to lead with in order to attract the most matches. Once you're done making yourself look good, there's the task of deciding what to say about yourself. Walking the line of coming off as confident but not too conceited is no easy feat — especially when you've only got 150 characters or so to play with. And after you've got your pictures set up in the right order and feel like you've nailed that "about me" section, you'll need to spend some time mastering the art of the first message.