
Sennheiser
HD 560S
Budget gaming king with clear sound, but tight fit.

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Sony WH-1000XM4 are my daily driver. Great sound, awesome features, long battery life and foldable (not flimsy) with a case. Do not buy heavys, they are a money grab with bad sound.
I have an XM4 for a couple of years now and I can’t find a reason to upgrade anytime soon.
might be worth getting the xm4s if you can find them, never had any issue with the mic quality in busy city centres or buses personally.
I have xm4s that are very good, but snagged airpods max on sale a few months ago and I am not looking back. The ease of connectivity is the thing for me, also they sound great. If you aren't in "the apple ecosystem", I would look into newer Sony headphones tho.
I'm often switching between watching a video on my tablet, to jumping on a call on my computer, to jumping on a call on my phone. The seamless pairing is huge. You can pair XM4's to 2 devices iirc, but it felt clunky. I mainly use them for travel or deep focus time at home, and imo the active noise canceling and transparency mode is much better on the airpods max vs XM4.
Personally I find them comfortable. They are not as light as my XM4's, but not to the point of discomfort. The band and ear cups are much more comfortable than the XM4's.
I will have my XM4’s 5 years this summer. Zero issues still in perfect condition. Best headphones I’ve ever owned. I had studio beats prior that were trash.
I really want these but my AirPods 3 are still going strong and I have Sony XM4 over ear for noise cancelling. Would be nice to have noise cancelling earbuds for cutting the grass, or not having to lug the XM4 on my work commute. Decisions… Also worried about wide reports of the ANC breaking overtime due to the microphones getting clogged.

Sennheiser
HD 560S
Budget gaming king with clear sound, but tight fit.

Sony
WH-1000XM4
ANC king, durable, but unreliable mic and touch controls.

Sennheiser
HD 6XX
Legendary mids, durable, but narrow soundstage and weak bass.

Sennheiser
HD 490 PRO
Super comfortable, wide soundstage for gaming, versatile pads.

Sennheiser
HD 599
Super comfortable, easy to drive, wide soundstage, open-back.

Ranked #1
Sennheiser - HD 6XX

Ranked #1
FiiO - FT1 Closed-back Headphones

Ranked #1
Sennheiser - HD 560S

Ranked #1
Sony - MDR-7506

Ranked #1
Sony - WH-1000XM4

Ranked #1
Sennheiser - HD 560S