Out of all of the OOTS characters, Insight, I would most highly recommend that you look into Thog. Thog is, without a doubt, the only reason besides the "brawler classes (Brb, Ftr, etc.) that anybody plays a Half-Orc.
"Thog like puppies."
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OK, I forgot those guidelines were there. Sorry! Regardless, I am now posting the ~updated~ Jebbo description below (compiled into one place all feat ideas, possible roles, etc.)
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Jebbo Barrelbuster, NG Male Halfling Bard
Primary Weapons: Twin Daggers (thrown and dual-wielded), Light Crossbow
Spells: Utilitarian (Travel, Detection, etc.)
Feat Ideas: Two-Weapon Fighting, Quick Draw, Weapon Finesse, various throwing feats
Role: Melee Support / Utilitarian Magic / Social Interaction
Jebbo is a jolly, friendly fellow, always ready to help those in need. He invariably keeps on the bright side of things, knowing that things will turn out OK. Still, sometimes he can be a bit of a naive simpleton.
He is a wanderer at heart, always traveling from place to place, always bringing his stories and advice, not to mention his appetite. When he was younger, he simply decided that he had had enough of his clan calling him a fool, and decided to set out to see the world, as his father had done. He would recount his experiences and travels in various towns that he stopped in, to the delight of the listeners. He realized that he had a talent for telling stories, and so he began to hone the art, traveling far and entertaining audiences with his accounts of it.
Jebbo is renowned among many as a veritable fountain of advice, some of it useful, most of it nonsense. He can always be heard telling of what his 'granpappy told 'im when I was just a li'l lad'. He holds a great respect for his elders, especially his grandfather, and always seeks to emulate their actions. He always follows the advice and wisdom of his elders, often relaying it to others, whether they want him to or not.
He is a short, slightly pudgy man, but he is not sensitive about his weight (in fact, he's rather proud of it), and anybody who comments on it receives only a hearty laugh in return. Despite his weight, he is in very good shape for a Halfling.
He belongs to no Halfling clan in particular, but he is typically accepted and treated with respect in most clans. After all, everybody loves a good story, and Jebbo always has one ready.