I can’t get private listening to work. I tried known working headphones, as well as the pair that came with the Roku. I hear static when I plug or unplug the headphones from the remote, so it’s not completely dead. But otherwise, I hear nothing.
I also tried repairing the remote. The repair worked just fine.
Gaming remote RC35
Roku 3 - 4230X
Am I supposed to enable private listening somehow? I couldn’t find a setting, so I assume it is supposed to just turn on when plugged in.
Given how old the Roku 3 is it's probably a faulty headphone jack or it's dirty. It should switch to the headphones automatically and display an icon on the screen when you insert headphones. You can try inserting and removing the headphones several times to maybe clean things out or get some electronics cleaner and spray it into the jack.
Roku Community Streaming Expert
Help others find this answer and click "Accept as Solution." If you appreciate my answer, maybe give me a Kudo.