I buy both originals and reissues, and on some titles have both. The statement above that reads "Most new reissues are made from digital files" is one you hear often, and the people saying it never divulge the source of the information upon which they base that statement. Just ’cause some people say it doesn’t necessarily make it so. "Most" new reissues? What percentage? From what companies? Which titles?
Yes, the major labels (WEA, Sony, Universal) master some new reissues from digital, but the good purely-reissue labels (Mobile Fidelity, Analogue Productions, Speakers Corner, Intervention, Tone Poet, Vinyl Me Please, a dozen or so more) go to great lengths to get the original 2" multi-track analog master tapes or the 1/4"-1/2" 2-track final mix tape from which they make their new lacquers. The hype sticker on the front of the LP’s state exactly that, and it’s true.
Some albums are currently available as reissues from more than one company, so if you’re going to buy one, just get the pure-analogue version from one of the good reissue labels that specialize in audiophile quality mastering, plating, and pressing. The Beatles 2014 mono boxset used the multi-track analog masters as the source for that fantastic reissue. The box was originally selling for $300-$400, and now that it’s out-of-print goes for up to $2,000.
For good information on whether a new reissue was made using an analogue, or a digital, source, head over to the Analog Planet website. I guarantee you, the person above making his sweeping generalization doesn’t read Michael Fremer’s exhaustive coverage of this important subject.
By the way: The estates of both Miles Davis and Prince have entrusted Analogue Productions to do all their LP reissues, and they are pure Analog. Neil Young’s Archive series is all analog, and the list goes on and on. Anyone who claims "most" new reissues are made form digital files needs to offer some proof. I’m guessing some people just say it ’cause they heard someone else say it. Talk is cheap.