Legality and Illegal activity

If one were to be looking to get a lay of the land, see who the big players are and potential job offerings, just look for the guy playing cards in the tavern with a feather in his hat. These are people who are willing to sell information for money. Illegal info, these are often people who do illegal work who are trying to make money on the downtime, and expect you to lose in cards as your way of paying for info.

Severity of Activities
Depends on location/target obviously, but generally...

Slightly Illegal: Con Artistry, Intimidation, Fencing, lock-picking, pick-pocketing, trespassing, taking illegal bets (bookie)

Moderately Illegal:, Smuggling, Interrogation, theft, burglary,

Highly Illegal: Jail-breaking, Kidnapping, forgery, Counterfeiting, heresy, torture

Death Sentence: Assassination, Espionage, treason, witchcraft

Punishments
Fines often go alone with almost any crime in addition to the normal punishment

Mild:Stocks, Giblet, extra work

Medium:Flogging, hands-cut-off, trial by combat (no death)

Harsh:Branding, banishment Trial by combat (death)

Extreme:Gallows, burned at the stake, Chopping block