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Message: <blockquote data-quote="Mad Mac" data-source="post: 4739504" data-attributes="member: 27873">I've done it several times on both sides of the screen, and it can work, but ultimately I find it is better to stick to one character per player whenever possible. It's just harder to get into more than one character.   One suggestion I can give though, is that if you are running more than one character, it can help to designate one of the characters as your "main" character and make them the focus of roleplaying and such. The secondary character can be run as an loyal sidekick or otherwise unassuming personality.   It not only helps the player get into their character, but it can make it easier to create a dual roleplay dynamic if you are playing, say, a pampered Eladrin Wizard and her softspoken but very dangerous bodyguard.   It may seem like a small thing, but I've found it quite helpful in the past. In some cases I'll even start the (small) group out on an easy adventure with just the designated main characters and have them recruit some extra help later on.   Of course, you can always switch focus if you find yourself becoming bored with your current primary character.</blockquote>