#1 Bluebooth connectivity to computers. If I was just using my phone they were mostly fine, but at a computer it was a constant fight to get them to connect, to work with whatever app I'm using, and especially when I'm switching back and forth between using them for listening to music or using them to video conference. This might also be partly because Linux is my main driver, but having to switch back and forth between high quality audio output for music and two way cell phone quality audio sucks.
#2 Having owned multiple pairs over the years, none of them would connect over Bluetooth while charging. Let me make my wireless headphones temporarily wired.
At this point I use an over the ear headphone with a mic and a USB DAC. I specifically only get phones with a minijack so I could use them with that too.
I actually don’t have connection issues on Windows either, but it does have the switching problem.
#2: True, but usually the battery of a pair of headphones last much longer than earbuds, in my case at least 4 days, so I just put them in charge at night
Audio matters to me. Can't own a device with no analog jack.
Some BT buds will let you futz with an equalizer (jabra). It really influences the experience of what you’re listening to, for instance different genres of music and pure voice.
1. Wireless buds
2. Wireless non-buds (some sort of wrap-around design to keep them on)
3. Wired buds
4. Wired non-buds
I go with (2) personally, but mainly because Apple stopped me using wires. My main problem with bluetooth is that the headphones aren't loud enough (yeah you have to watch the line between loud and damaging but headphones are my opportunity to play music loud). Recommendations for loud wireless headphones appreciated!