Neutral Milk Hotel - In The Aeroplane Over The Sea
In a lot of ways, this is the original hipster album. Jeff Mangum & Co. had the aura down pat, from the outsider sensibility of anachronistic displacement to Mangum's impossibly confident disbanding of the band after their near-perfect album proved the work to be that of a possible mad genius. The music itself is incredible, In The Aeroplane is an album everyone should try to listen to at least once, but it also feels tailor-made to a hipster crowd—lo-fi, but with memorable melodies, dark and often frightening, with flashes of beauty. And, if you needed any proof of exactly how much hipsters love this record, it sold the sixth most vinyl EP's in 2008.