I did JOGLE, and the prevailing winds thing is crap.
anecdotal evidence notwithstanding, the statistical average met is for a tailwind component when going LEJOG. i'm not saying you didn't have a tailwind the other way.
going south to north you may well get a headwind – however, you're more likely to benefit.
as far as ending up in JOG goes, true not that inspiring, but there's an ok hostel, or thurso and wick not that far away (ok, 20 miles, admittedly)
at LE there's nothing that stays open into the evening, and its a fair way to even the first pub, let alone st just or penzance