- They raised the annual price of Prime 3x since I signed up
Amazon Prime was launched in 2005 for $79. The price has gone up once, in 2014, to $99. So I'm not sure how you could have seen three price increases. Even if you were a student and are counting the loss of the student discount once you left school, that's only two increases.
Items shipped prime from Amazon have shown up obivously used or broken multiple many times over the past year (much more often than before)
Unfortunately Prime doesn't guarantee the quality of an item, just that it ships quickly. More and more third party sellers are using Amazon, including Amazon's fulfillment system, which means their goods can be shipped out by Amazon and qualify for Prime. As has been the case with Amazon for some time now, if it's not being sold by Amazon directly then it's a crap-shoot; you're basically buying eBay style and hoping for the best. Prime shipping doesn't change that.