Asklemmy

I found an ideal solution for this (in my opinion). A Bluetooth DAC. The specific one I have is the FiiO BTR5, but there are others.

For mine specifically, it has the standard 3.5mm output (TRS), as well as a TRRS balanced connection (I believe it's 2.5mm), and it can receive a signal from either Bluetooth or over USB from is USB C port.

The best feature of it is that I can charge it, while I'm using it. Which is something that most all-in-one Bluetooth headphones miss entirely. Even if they can be worn while plugged into a charger, many don't operate while they're being charged. All the true wireless (aka airpod style) by headphones, can't even be plugged into power directly, nor would it be possible to use them while they're charging in their case.

I can pick any headphones I want to use with it, provided they can operate from a 3.5mm connection (or something that can be adapted to 3.5) or by a balanced headphone connection.... Basically any ear-mounted sound generating devices that use a wire, can be used with a few exceptions.

I'm naturally very cautious, so I also have a charging dongle that has a 3.5mm audio jack on it as a backup. It can literally charge my phone and play sound at the same time... I'm tethered to my phone, which IMO, isn't ideal. With the BTR5, I can thread the wire through my shirt or something, and clip the unit to me or stuff it in a pocket and not worry about it. If I need my phone, I'm not fighting with how long (or short) my headphone cable is. The BTR also supports LDAC as well as aptX and related codecs, so it generally sounds excellent. It's a bit of a bear to get it set up, so I generally pull it out for long walk/work sessions away from my desk, or if I'm in a situation where I'm waiting for something to happen for a long time. I also have a handful of Bluetooth headphones, all of which have their (dis) advantages, and I flip between what I have as the need arises. I prefer the BTR5, but it's not always the best or most feasible given the situation.

IMO the BTR5 is better than just having a headphone plug on my phone, since the DAC and AMP in the device is known-good (many reviewers of audio stuff give it great ratings all around), and I can be untethered from my phone, so typing/scrolling/whatever is the same as normal; I'm not having to position my hand funny to avoid a bulky cable/adapter.

I had benchmarks that led me to the BTR5, and between it and the dongle, I have all my benchmarks covered.