We are into our second year with the iClever wired headphones. The issue was the cord was breaking due to other stuff in their backpack. If he will use it, they make headphone cases to store them and the cord and we havent had issues since then.

Each of my kids have iClever headphones. They were cheaper than Yoto brand and work fine. They can be used wirelessly or they come with an aux cable to use them as wired headphones (useful if the battery dies).

We bought some iClever headphones for our 2 year old to use with the Mini but really only use them in stores. Otherwise we just let her listen out loud (if she wants to listen in the car to something different than what my oldest wants, my oldest uses headphones for her Yoto). I think Bluetooth is t...