The 'usual'

Scenario:

Man/woman walks in to their local cafe.
'Ah Bob/Bobetta, the usual?'

End of scenario.

'The usual' is that a good thing or bad?

I'm undecided.
I've worked in a sandwich shop and in a pub - both of which places i'd think the following things simultaneously when a regular walked in...
'Hey, glad to see you again, here's your favourite'
and
'If i'm bored of you ordering the same, surely you must be...?'

On the one hand, you don't have to think, there's minimum risk - you already know you like it so why change a good thing.

On the other hand, you're predictable which is closely followed by boring.