I’m paranoid the thread & seal are now duff and it’s sucking in air.
It won’t be sucking in air, but it might be letting oil out. Bleed it again until the knob is firm (insert joke of choice here) then clean around all of the hose and barb connections with something like meths or a degreaser and dry them thoroughly.
Operate the remote a few times and look for traces of oil around the hose connections. If there’s *ANY* trace, there’s a leak – one or two drops of oil make the difference between working and not.
Did you cut the hose end off before fitting the new barb? If not, it may well be leaking there.
If the connection between the barb and post is leaking, then you may be able to rescue it using some sort of threadlock / sealer.