So while the bear doesn't exactly have "lore" in the modern day, I have brainstormed what he might be like in a fantasy setting

Markus the Meandering Merchant
-A somewhat portly traveling merchant who can be found in cities and the wilderness, always looking for new trinkets... sometimes even to sell
-Often dresses in greens with red accents
-Sometimes wears a hood chaperon style while in town
-Carry's a large, wood frame pack into dungeons and other dangerous places
-Travels in a large covered wagon pulled by 4 two legged lizard like creatures. The wagon is always bedecked in cloths of riotous colors, to make it easier to see. The heavy cloth also muffles sounds from the inside, like goods rattling around and... other things. A clever sort might be able to find the hidden compartments in the wagon, including one below a bend just big enough to fit your average biped, if they were tied up.
-Markus' time is split between traveling between settlements, running his stall in them, and wandering the wilderness in search of exotic goods
-Much of the exotic stock comes from adventurers, often to laden with treasure and bereft of essentials, a situation Markus is always happy to rectify
-Daily sundries and exotic goods are all very well and fine, but it's Markus' assistants that really bring in both cash, and the favors money can't buy
-Most of his... assistants are in fact former (or current) adventurers who needed some vital supplies but didn't have the coin to pay. Here they work off their debt in a more than equitable repayment scheme
-During the day they help run the stall, bring in customers, keep Markus refreshed, and at night they earn the real money, either on street corners or through pre-arranged liaisons
-You can always tell one of Markus' "employees" by the Torc's or Collars they were while in service. They all have the same symbol of a bear paw engraved on them, the material denotes their rank in the organization. Iron for recruits that need constant... encouragement to preform, often need hands on motivation. Bronze's are new and often skittish, have yet to demonstrate any real skill. Silvers are those that have demonstrated some skill, and often accompany 2-3 bronzes out to keep them in line and focused. Golds are those with the skill to bring in clients just by reputation and are available by appointment only. Most are also permanent "employees" at this point.

Doodle Page Ideas
-Out of breath after schlepping his pack up half a mountain
-leaning behind his stall, not really paying attention to anything
-bartering with some adventurers in a dungeon
-Sleeping in the back of his wagon
-Feeding his beasts
-A couple of assistants helping to hawk wares
-A Iron Collar getting some harsh correction
-A Silver collar sitting on Markus' lap
-A silver collar giving a bronze some tips and instruction on how to properly serve a man
-A meeting where a gold collar is being negotiated for

Still working things out and coming up with ideas