If you're just sitting people on a seat and pumping out a string of portraits for corporate or college use then you might gain advantage using a tripod when trying to shoot a lot of characters but I feel it's more personal and intimate to work with someone and decide the picture as you go along. Also the subject will more likely be looking directly into camera which of course you usually want. Also I like to count off (eg 3,2,1) so people know when the shutter will go and you are less likely to get closed eyes in a shot.

First remove the security "s" to turn the web address into a hot link. Don't fret; everyone lets one slip through now and then,

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My own personal choice is Domke, preferably in waxed canvas. Good brands include Kata, LowePro, Tamarac, Crumpler and, of course Domke. To buy a bag, put everything you're going to carry in a box (well padded), take the box to your nearest camera store and try stowing your gear in every reasonably-sized bag they have. No, they won't be perplexed or impatient with your search; I guarantee they will treat you like a pro and provide excellent assistance. Why? Because that's the way a pro does it. Good luck.