Dale: The examples listed here are good general rules, but one thing to keep in mind is in the mid-to-lower price tiers, open-back headphones aren’t nearly as common as the closed types. The smaller list of choices, and the more limited reviews of those items, could make getting a perfect fit more difficult. Sound stage and openness are often given as the advantage of the open-back types, but it’s just a general rule and some closed-back headphones excel at those properties. An important thing to consider is the music itself, since sound stage and perspective varies widely in different recordings.
Dale: There are so many types of amplifiers (and DAC’s with amplifiers) that there is no shortcut for studying all of the options, unless you settle for the most generic approach. Important things to consider are power – if you don’t have enough power for your headphone and the dynamics in the music, clipping will result. Sometimes the clipping is “soft” and not readily noticed, but eventually you would discover that much of the detail goes missing or gets veiled with limited dynamics. Another consideration is whether to use a DAC, which may be a separate DAC or built into the same enclosure as the amp. Most DACs will improve the sound over the DACs that are built into computers, but when a DAC is available to replace the DAC built into most cellphones and low to mid-priced music players, you can usually expect a much greater improvement.
Despite big promises from Bluetooth’s only Hi-res codec, the standard doesn’t really deliver at best, and it falls far short with its basic 330kbps setting. Both the 660kbps and 990kbps connections offer decent quality, but the 330kbps setting has a lot of noise—and a comparatively poor frequency response with higher-def content. You probably won’t hear it, but it definitely falls short of the marketing.
I’ve never enjoyed the audio quality of Bluetooth headphones, but that’s just me. The sound is better than it ever has been, and it’ll get you 90% of the way there—but not everybody is willing to make that tradeoff. Since USB-C headphones have largely ceded their market advantages over Bluetooth, we have to examine the consumer audio technology’s performance in a world where the headphone jack is disappearing.
Garbage in = Garbage out (GIGO) is a popular phrase used to emphasize the importance of a good source. This can be the soundcard in your laptop, the quality of your portable audio player, or the CD player you’re using for music listening. Those fall into the “Source” category. The better your source is, the better the sound will be at the headphone end. This is why we are seeing more and more audiophile digital audio players (audiophile DAPs). They are expensive but they sound good.
Although some headphones available are wired, many more are available that are wireless, and use Bluetooth to enable your music to be heard, even if the stereo or other device is several feet or even a few rooms away. Wired headphones deliver superior sound quality to wireless and Bluetooth because there's no chance of picking up interference from other devices, which sometimes happens with wireless headphones. In addition, wired headphones have no batteries to power them, so there's no chance of interruption should the batteries wear out.