You can start out with an occupation, but you need to send a message to the local moderator to make sure that the occupation works within the setting. For instance, in Endrykas, the moving city of tents and horses, you would not be able to find work as a stonemason. For Syliras, though, a mercenary seems like it would be plausible. I know they used to have a bounty hunting station, but it got wrecked in the big storm of 512 (or 2012, in real-world time.) If you're in Syliras, you're going to want to apply for a job in their employment request thread. If it works, one of the moderators will send you a PM with approval and a link to your SS thread.
Yes, that's how skills work. Level 2 means Competent, which means that you have 26 points or more in a skill. Right now, your character is competent with a longsword, but is a novice in dual wielding. By the way, I would suggest going back and re-reading the bit on heirlooms; you can only have one item as an heirloom, not two, and it has to cost less than 50 mizas. And if you have a sword, I'd highly suggest getting a scabbard to go with it, unless you intend for Arakil to carry it in his hands all the time
. You'll have to pay for that scabbard, though; it won't count as part of your heirloom.
You gain skill points when you write about your character doing something. For instance, Bob the Roleplayer has a PC named Joe. Bob writes a thread about Joe realizing that he needs new shoes, so he has Joe go down to the local cobbler's shop to order new shoes. The cobbler charges him twice what the shoes are worth. Joe knows better, so he haggles with the cobbler until they both agree on a more reasonable price.
Bob finishes up his thread, stamps a great big "The End" on it, and then he submits it to his city's Grade Request thread. Once that's done, a Grader will come along, read his thread and award points for things he did. In the case of Bob and Joe, Joe will get 1-5 points in Observation(for noticing his shoes) 1-5 points in Negotiation(for haggling with the cobbler) and, depending on how deeply he writes, 1-5 points in Navigation(for finding his way to the shop.)
You can't level up in a single thread. It takes work, but it's worth it. For example, my own PC, Shahar Dawnwhisper, only had 20 points in hunting when I first made him. That was his biggest skill, and he was still only a novice. So I wrote threads about him hunting. Those threads were graded, and I got more points in hunting. I wrote threads about him tracking. He got points in tracking. I wrote threads about him talking to people. He got points in rhetoric and persuasion. I wrote threads about him flirting with people. Well, sort of; he's not to good at that. But he has points in seduction now. And if I write about him flirting with more and more people, he'll get more and more points, until he reaches 26 points, when he will be competent at seduction and will therefore be sexier than he was before. Seriously. It's a thing; learn seduction, and your character gets progressively sexier. Read the
lore if you don't believe me.