Yeah so this is almost certainly not a MATE thing, it’s happening one layer down at the PulseAudio/PipeWire level, same stuff that runs under pretty much every Ubuntu flavor.
When a BT device connects, two separate things have to happen: it needs to negotiate the A2DP Sink profile (actual stereo audio) instead of HSP/HFP (basically phone call quality mono sound), and then something has to actually flip it to be the default output. Your GO3 working fine every time tells me both of those are happening correctly for it. The others connecting but not playing sound is a pretty classic sign one of those two steps is silently failing.
Things I’d check in order:
Pull up pavucontrol
sudo apt install pavucontrol
Connect the FLIP5 (or whichever), then go to the Configuration tab and look at what profile it’s sitting on. If it’s stuck on Off, or on HSP/HFP instead of A2DP Sink, that’s your answer right there.
Check where it’s actually routing Playback tab, play something, see what output it’s using. Sometimes the device connects fine but the system just doesn’t flip default output over to it, so it’s still dumping to your PC speakers even though the BT device shows connected.
Check what PipeWire/pactl thinks is going on
pactl list cards short
pactl list sinks short
pactl info | grep "Server Name"
That last one tells you if you’re actually on PipeWire under the hood. If it’s acting weird, restarting the stack sometimes clears it up:
systemctl --user restart pipewire pipewire-pulse wireplumber
Unpair and repair the problem devices Sounds dumb but this fixes it more than it should. Sometimes a device pairs and only ever offers HSP/HFP because of how the handshake went, and it just sticks that way until you nuke the pairing and start over. bluetoothctl remove <MAC>, then pair fresh.
My money’s on the FLIP5/headsets/Bose being parked on the wrong profile, or just not getting set as default sink automatically the way the GO3 is. If none of the above fixes it, post your pactl list cards short output, that’ll show all of us exactly what profiles each device is even offering and narrow it down fast.