A little Gridolpho background, mostly because I'm bored at the moment.
Orphaned at an early age, Gridolpho was raised on the rough streets of Waterdeep by an older Halfling member of the Thieves Guild known simply as "Granddad". Gridolpho was his star pupil and he is keenly aware of the fact that he is above-average when it comes to the art of burglary. It's given him an ego when it comes to his own skills. But being a person of short stature surrounded by larger races left Gridolpho with a strong dislike of the other races who he feels look down on him and other Halflings. He constantly refers to the taller races as "Bigjobs" (or, rather, "Feckin' Bigjobs!")
Shortly after he came of age and joined the Guild as a full member, Granddad died under mysterious circumstances. The Guild leaders told him it was "natural causes", but he doesn't buy it for a second. But he also knows he can't take on the Guild...yet.
Gridolpho is brash and loud (overcompensating for his size), but deep down has a good heart. "Take only from those that can afford to gives it. Give to thems that don't has when you can" as Granddad says. Gridolpho usually ends up doing the right thing...eventually.
A consummate thief, Gridolpho doesn't handle downtime well. He is constantly fidgety, keeping his hands busy twiddling one of his daggers, shuffling cards, or (if he's had a drink or two) playing his flute. "Granddad said music was good for the soul. I don't care for that shite, but it does keep the fingers limber and ready for real work." He considers it a point of professional pride that no one really knows how many daggers he has on his person ("Always one more than you think, Bigjob!")or what cards he's holding in his hand ("Ante up and find out!"). Lastly, he has an ever-present metal toothpick in the corner of his mouth. Although that tends to disappear when it looks like he's about to be taken into custody, tucked into a cheek or slipped up a sleeve or down a boot in case he needs to pick his way out of trouble later.
On the job, Gridolpho is quiet, focused, and competent. His faith in his skills and Granddad's training are the closest he comes to religion. He eschews magic and sees "blessings" and "musical inspiration" as a form of cheating. If it can't be done by skill and skill alone, Gridolpho doesn't see it as worth doing. He wears a small, chess-like token carved in the image of a smug, older Halfling on a leather thong around his neck. His nervous fingers tend to go to it when he's talking about Granddad. The Thieves Guild he belongs to used these tokens as representations of their members and Gridolpho kept Granddad's piece after the old coot got "knocked off the board".