Dating could be a challenge at all ages, but in the event that you did not develop connected to an iPhone, it may be especially daunting as the most useful leads are probably online. But you definitely should, there are some things to keep in mind if you are going to give online dating a try, and. “You should know that on line dating requires a certain set of skills,” states Carmelia Ray, celebrity matchmaker and online dating expert. “Online dating is really a numbers game.