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Spoiler: How Kin began his journey, long version (click to show/hide)

  'This will be the last of me you will see of me. Ever!' Kin was raging over the drastic "treatment" as the mayor of Greymill had put it. Of course, this wasn't really the last he would see of Kin. He would take his revenge at some point but for now he would have to heal his hand.
  Two weeks later the damage on his hand had almost healed up and taking its place was a big scar. But he wasn't concerned with the health of his hand, he was concerned about his health as a whole. Under these two long weeks he had not been able to pickpocket at all, much less stealing and noone in the hamlet wanted to give alms to a known thief even if he would sit on his knees begging. Kin could only survive by eating the scrapes he found behind the tavern.
  But so came the day he would leave this forsaken hole. The caravan had arrived with their wagons filled with goods, wares and food with the occasional exotic animal. And with them would surely an unwatched wagon be the ticket away from here. Sneaking around the caravan looking for an opportunity to show itself Kin stumbled upon a small brown purse. A light jangle could be heard from it and with noone in sight he bent down and swiped it. Unbelievable, my luck is already turning. In it was coins, with a fortune he never ever could have scraped up in his lifetime. Especially the gold coin. His joy was cut short when suddenly overwhelmed with questions. Who dropped the purse? Where is the person now? Would that person be mad if I took it? Suddenly a muffled cry was heard. Alerted Kin laid himself on the ground trying to hide him even more from whoever had spotted him. Only there was no movement, not even as he laid there face down for minutes. Thinking he was safe he looked up again only to hear the muffled cry again. This time he could see that there was some movement in a large barrel. Looking inside Kin saw an older man from the caravan bound and gagged with cloth. Thinking of leaving the man to his fate Kin suddenly decided to free him instead, after all he had seen his face already and Kin was no cold blooded killer either.
 
'Thank you for saving me, young lad. Have you seen a man in black around here?'
No, he had not. Who was man in black and why had this old man been tied and been left inside a barrel?
'While I can understand your curiosity I can only tell you that the man had been traveling with us as a guard, but as we arrived he suddenly wanted his pay and leave. We were arguing that he still had two stops before he would get any pay and he would be fine with just a portion of what we had agreed on. After much back and forth we finally agreed on a fourth of that. As he took it he grabbed me by the wrist and then tied me up with the cloth. The rest you already know. Fortunately I had only given him a fourth of what we had agreed. I'm sure he is mad now. Ho, ho, ho.'
Well, that certainly explains the purse. Better not speak of it for now. Wonder if he would take me in as a guard now that man has left.
'Why of course, all available hands are welcome. While I can't give you much in pay you will be fed. Atleast if you do a good job.'
 

Short version: A caravan arrives to Greymill, the hamlet. Kin finds a purse that a mysterious man in black has dropped containing 1g, 3s, 3c. Kin also finds a trader from the caravan bound and gagged in a nearby barrel. Freeing the man Kin seeks the now available guard job, which the man in black previously held.
 

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If putting the caravan is not possible then let me start my travel up northwest towards the forest.

Set out for an local outfitter and see about buying a backpack, rations, a waterskin, tackle, rope, a small blade and a sleeping roll.

"..Oh, I'm sorry, I just wanted to get some supplies, before I set out of town. Now.. I have more pressing things to be concerned about."
I will look for a place that sells backpacks, and then I will see if I can get a waterskin, and a week or two of preserved food.

I'll buy a pair of harpoons.

Yeah, 2 harpoons for me, and I'll look for writing supplys, or a bookshop.