Wow. I was thinking about making a halfling ranger! If he doesn't let you do the missile variant, I was thinking about using a double-bladed short sword (the 1d6/1d6 medium size version of the double-bladed sword - it's in Plot & Poison). I think that would be a pretty cool weapon for a halfling ranger.
Well this pushes me towards my other concept, which is fine because I was having a hard choosing between the two. I'd like to be...
...a dwarf blacksmith! Using the expert class from the DMG.