Sounds like arthritis/inflammation issues that can't be resolved with insoles alone.
Had a similar issue, tried everything. Swore by project BA, using vans might be the main culprit though, so thin with no support.
The board feel on thicker shoes is minimal, but at this point you can't skate without pain so why not keep trying things?
I use the flat 7mm kingfoam insoles, also used the kingfoam orthotic and the gamechangers.
Try an anti inflammatory diet, work out more, go for walks, get a foam roller.
I too thought there was a magic fix all, but it was a combination of things for me.