Okay, well the kinds of characters in the company itself are going to be thieves and murderers. How they came into that particular line of work is your bit, but the company itself does have a chain of command, so if your character has an issue with authority then it's got to be believable that they would still agree to work with others and take orders etc.
The contracts themselves are very variable. The way I'm hoping this will work, is that each character can work on their own contracts which they create, and these can be done on their own or you can team up with others in the RP, just like you would in a guild. The contracts we get can vary from returning stolen items to their rightful (or wrongful) owners, to murder. The one thing to emphasise is that the identifying trait of the company is their discretion. So murder contracts won't be asking for a highly public assassination, instead they will quietly done, and if possible, made to look like an accident.
These contracts are usually acquired by conversing with the company's various contacts which can be decided once we have a few more people involved. Briefly however, these contacts are people throughout Skyrim, Cyrodiil and Morrowind who are aware of the dealings of our guild and pass on contracts to members should they be asked for. These contacts may change however due to guild alliances and bribes, just to make the RP interesting and more dynamic you know?
Also something I didn't mention in the cover post, which I'll edit in, while the base camp is in Skyrim, if people want to take jobs in Cyrodiil and Morrowind then they'll be able to, so long as they get back to base camp in time for major all-inclusive plot points. We'll give plenty of warning for these of course so people know when they want to start making it back.
Hope I answered your question there....got a bit sidetracked