Looks like a solid base. I know what you mean. I tried painting some 54mm fantasy figures a couple of years ago and really didn't enjoy it. The techniques are so different it was like learning to paint all over again. All the little tricks you pick up for small figures don't work on a bigger surface.
Looks like it's coming together nicely. The barrel wood is looking very nice. Not that you were probably planning this, but he'd also look pretty neat with grey hair actually!
Not a massive update but have now given everything a coat of paint (apart from head!) and have taken the big decision to glue the arms on to body. This has made it very top heavy so need to get a base done quickly before it can fall over !!! Always struggle with glass bottles but although not the best still happy with them.
Bottles look fine to me. I find don't even TRY to paint them as transparent too much or anything because you need to be bloody good to get it just right..
as for falling over.. mm.. I wonder how he compares to the 4ed 'Fallen giant' template.. ^_^