The life of a pickpocket might seem to be an easy one. Want money? Just take it. Need more? Pick a tourist from the endless stream.

It’s not that simple. The ratio of successful attempts to failures depends upon the practitioner, as does the number of butterflies in the stomach. Apprehension is both what he fears and what he feels. Most pickpockets we’ve met have spent years in prison, have paid hefty fines, have been roughed up by victims and police, have quit the business, and have gone back to it.

Many despise what they do and wish to make an honest living. What holds them back? Local unemployment levels. Lack of education. Lack of skills. Criminal records. Illegal residence status. Low earning potential compared to status quo.

The job has redeeming factors, aside from the obvious downside. Work the days and hours you choose. No boss to answer to. (Or you might have one, in an organized crime gang.) Overtime whenever you want it. No taxes to pay.

To like a pickpocket

Strangely, it is possible to like these guys, despite knowing what they do for a living. Despite understanding the damage and upset they cause. Like you and me, there’s more to the pickpocket than his job. Wait! I’m not defending his choice of livelihood! I’m suggesting (as we already know) that there’s more to a man (or woman) than his job. Anyone know a debt collector? An email spammer? A telephone solicitor? A drug dealer? A lobbyist? A billboard doctor?

You might get to know (and like) someone before learning the despicable (in your opinion) job he does. You might get to know and like a person whose job you do find contemptible. We judge the morality and integrity of people around us, of people in the news, and sometimes glimpse more shadiness than in any pickpocket.

At a certain age, usually 45 or so, pickpockets tire of the carousel: the highs of walking away with a wallet, the lows of prison time, the ecstasy of acquiring a thick wad, the anxiety of looking over their shoulders. Their kids growing up without them while they’re on the road following the crowds at big events, or while they’re “in the box.” They want to quit. But they’re at a loss as to what to do. What can they do? Who will hire them?

We (and some big-hearted police officers we know) have tried to assist a few of these guys. We’ve put ourselves on the line for them. spent time, effort, and money trying to get them a jump start on a new life. We’ve believed them. We’ve seen them off on the right track. It never works.

Or it hasn’t so far. But we can’t give up. We get to know another thieving criminal with potential, with desire, with hope and hopelessness, and we’re taken in. Suckers for the con, maybe.

But here we go again. More in the next post.