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Listen, here's one of the biggest factors for me...digital peaks at 0dBfs...that's it. Analog can be pushed much further than that and when analog peaks it is an analog distortion that can be controlled; harnessed. I'm a drummer and having a recording medium that can take a hit and come back wanting more is just addicting after using digital.......................
A technical point: 0vu in the analog world does not equal 0dbfs in the digital world. Depending on your calibration standard analog "0" will be somewhere between -20 to -12 digital. Constantly hitting digital 0 at all times is often the reason digital sounds less than pleasing because everything after the microphone or electronic instrument in the audio chain is being run on the ragged edge of available headroom. I doubt the best analog deck would sound particularly good if it had to deal with that much extra gain coming in.