I've had good results using random generators as part of prep rather than on the fly. As @Reynard states, they are a great way to break out of a creative rut. When I find myself creating yet another goblin cave or tomb full of undead I have turned to random tables to come up with some fresh ideas (the ones in Ch 3-5 of the DMG are pretty solid).
By randomizing as part of prep, I can use the tables as source of inspiration rather than a straitjacket. Sometimes the random generators are going to spit out a meatball sundae - something that is not going to work no matter what. Other times you get some good and some bad, so it is helpful to have a chance to build on what works and get rid of what doesn't. I'd agree with @Ralif Redhammer that random generation is best mixed with a healthy amount of "intelligent design."
I'd also say random generation works best when the players don't know its random. Let the PCs find an ivory statue of a monkey holding a crown and they will invest a lot of energy trying to glean its significance (sometimes coming up with good ideas for the DM to run with). If they know its a statue of an [animal] made of [material] holding an [object] they will blow by it without a second thought.
By randomizing as part of prep, I can use the tables as source of inspiration rather than a straitjacket. Sometimes the random generators are going to spit out a meatball sundae - something that is not going to work no matter what. Other times you get some good and some bad, so it is helpful to have a chance to build on what works and get rid of what doesn't. I'd agree with @Ralif Redhammer that random generation is best mixed with a healthy amount of "intelligent design."
I'd also say random generation works best when the players don't know its random. Let the PCs find an ivory statue of a monkey holding a crown and they will invest a lot of energy trying to glean its significance (sometimes coming up with good ideas for the DM to run with). If they know its a statue of an [animal] made of [material] holding an [object] they will blow by it without a second thought.