Not really, so long as the the earth continuity is maintained via the flying earth lead from either the earthing nut or the banjo connection then the metal enclosure is connected via the enclosures earth bar or other earthing provision... The last time i removed the paint from a metal enclose to aid gland contact was years ago, before Banjo's were thought of. As far as i'm concerned you are doing more damage to the integrity of the enclose than anything else...
As for the SWA connection to the brass gland itself, so long as that connection is kept dry, then any detrimental effects with regard to dissimilar metals is minimal. Rarely use the shrouds supplied in the gland kits these days, they rarely fit correctly anyway. We tend to use adhesive lined heat shrink to seal the gland termination, especially on external installs and the like....