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Okay, Bree and Veit. I want you both to make Intelligence checks. If you are proficient in Animal Handling or Performance, you can add your proficiency modifier to this roll. (I should have thought of this sooner.) The idea being do you get the bear into the cage or just get him moving in circles.
I'll post what the guards are doing shortly but the bear technically goes before them.
[sblock="map"]
[/sblock]Bree's quick thinking stops the bear from running south out of the small plaza. The bear is near the cage but seems reluctant to go in the cage.
Perin bolt goes wide as he watches the thief, the horse, and one of the bear's guards disappear into an alleyway south of the alley they were just in.
Top of the round, players go. The bear should end up in the cage this round unless something interferes or Everett and Bree stop their efforts prematurely.
Perin raced down the side street to the entrance of the alley, working the lever on his crossbow to draw the string back. At the corner he seated another bolt and loosed it at the fleeing horse thief, this time striking true. That would have to be enough for the guard, Perin wasn't about to pursue anyone through their own home territory - that was asking for trouble.
The thief takes the hit to the arm and looks back at Perin. He then drops the reins and runs away around the next corner. The guard grabs the reins and stops the horse. "Easy, girl," he says as he starts to turn the horse around.
The bear ends up back in the cage and the guard leads the horse back to the cart by the end of this round. Unless Perin decides to pursue the thief, the encounter is basically over. There are still two wounded guards down.