I ended up getting Bluetooth headphones when I upgraded my Pixel. I deliberated over it for AGES.
Charging them is less annoying than I thought it would be (I bought my headphones in January and have only had to charge them about 4 times??) but it annoys me that you can’t just plug them in and they work. Talking to anyone on the phone using them is terrible. Bluetooth cuts out sometimes, randomly. I miss my wired headphones :(