
It also says that Fiddler had an 'ease of long familiarity' with Whiskeyjack. Part of this can suggest that Fiddler had been in the army since an incredibly young age, maybe 5-6, in similar terms to Grub. You can never guess, or easily justify otherwise unless there is a hard quote against it.
A few years older than someone is a bit of a subjective term. A few, I have been told can mean anything from 3-8. When I was twelve, I thought anyone under twenty to be of a similar age to me. Fiddler could be twenty or so at this time, or just look incredibly young because of some time preservation device like the Azath house. Always an option...maybe raraku has some aging effects too.
I agree that these timeline issues we can almost pin down as wrong but I hold to my point that some of these can be resolved. Ever thought what 10-15 years of dealing with cussers could do to your mentality and looks, not to mention your stress levels...