Ever wonder how they sleep at night?

Business executives sometimes have to let people go. Sometimes they have to lay off large numbers. There are occasions when companies have to push employees hard — to work long hours and extra days without any more pay.

It happens. The future being somewhat less predictable than the past, strategies don’t always turn out to be wise and tactics sometimes backfire. New leaders sometimes come in to find a predecessor has allowed a culture of mediocrity to develop, and with it the accumulation of too many employees, and too many of them with less-than-superb talent.

Business leaders sometimes do have to make hard choices. When the situations arise, the good ones do. That isn’t the question.

The question is whether they sleep well afterward; whether they accept large bonuses and option awards for doing so; whether they take joy in the exercise, as many employees suspect.

It turns out that many of them might.

KJR Club member Paul Novelli pointed me to an article by Alan Deutschman in the July 2005 issue of Fast Company recently, describing the research and conclusions of criminal psychologist Robert Hare.

Dr. Hare is widely known in his field for developing the “Psychopathy Checklist” — a twenty-item personality evaluation that’s the gold standard among law enforcement professionals for the diagnosis of criminal psychopaths. Dr. Hare has reached a disturbing conclusion: Many CEOs are borderline or more-than-borderline psychopaths. He suggests that boards of directors should screen CEO candidates for psychopathy — the absence of empathy, compassion, remorse and guilt.

I hope it never happens. In the modern world of business, if boards of directors were to apply the Psychopathy Checklist to CEO candidates, many would use it to identify those best suited for the job. They’d use it, that is, to systematically exclude candidates exhibiting capabilities for empathy, compassion, remorse and guilt. While conventionally regarded as useful personality traits, they can interfere with the successful operation of a modern publicly held business.

Enterprises compete globally. Among their competitors are companies whose strategies and tactics aren’t constrained by empathy, compassion, remorse and guilt, and which acknowledge responsibility only to shareholders — not to employees, customers, or the communities and nations within which they operate. Even their obligation to the law is limited to a comparison between the cost of compliance and the cost of the fines for noncompliance. (Don’t agree? Research Union Carbide’s track record in Bhopal.)

There have always been amoral corporations. What’s new is that behavior we’d consider psychopathic in a human being is business as usual in business. So when a company competes with psychopathic rivals and doesn’t adopt a similar stance it’s like trying to adhere to the Marquis of Queensbury rules in a knife fight.

Here’s a challenge for you, as chief information officer or as a manager who would like to become a chief information officer: According to Dr. Hare, chances are good that at some point in your career you’ll find yourself working for a borderline or more than borderline psychopath. Can you handle that kind of situation?

The easier (but still hard) version of the question is associated with those business leaders who harm shareholders — the Bernie Ebbers and Chainsaw Als of the executive suite. Harming shareholders is universally recognized to be Bad, so at least the situation is clear.

There are also many business leaders, at all levels, who exhibit more psychopathy than you might personally find comfortable but who don’t express it in ways that break laws or harm shareholders. If you report to them, you might find yourself dealing with abusive behavior, unreasonable demands on your staff, shoddy practices toward customers, assignments or explanations given to you that deliberately conflict with those given to other managers, or any of a number of other circumstances that break no laws.

The question used to be what you should do if you find yourself working for a bad boss. Dr. Hare has just raised the stakes, by letting us know some of these bad bosses are, clinically speaking, psychopaths. Bad boss or psychopathic boss, if you’re looking for the answer here, you won’t find it, because there is no “the answer” — leave, perhaps, assuming you have alternatives. In a large city you probably do. In a smaller community you might not. Not that leaving fixes anything beyond your personal circumstances. And where will you go, when managers are, in increasing proportions, required to behave psychopathically?

Businesses are, increasingly, psychopathic entities. According to Dr. Hare, many have psychopathic leaders.

One wonders which came first.

Several years ago I found myself in a dispute with my local telephone company. Without mentioning names, it was one of the long-distance carriers that had acquired some local telcos to mismanage, mine being one of them.

The dispute arose because the telco had cancelled my service after waiting a week to post my on-time payment, and planned to charge me a reconnection fee. The call center agent couldn’t help me — no surprise there, so I asked to speak to her supervisor, who also couldn’t help me, or chose not to. “I’m stuck with your local service,” I informed the guy on the other end of the line. “But somewhere in your company is someone who cares whether I continue to use your long distance and cellular service. I’d appreciate your connecting me with that person.”

He did, she did, and the telco waived my reconnection fee.

In IT, we deal with monopolies and monopoly-like vendors (MLVs?) a lot. Any time a vendor can reasonably deduce that you’re locked into what it’s sold you, you’re dealing with an MLV, whether the product in question is SAP’s ERP suite, Oracle’s DBMS, or IBM’s Websphere. You’ve made the choice, investing lots of money integrating whatever-it-is into your technical architecture and training your staff in its use.

Many CIOs figure that unless you’re at least the size of Bank of America, you have no leverage and have to take whatever the MLV dishes out.

But, in fact, you do, and therefore you don’t.

Like my local telco, only some of the products and services most MLVs sell are exclusive. Microsoft is a great example: It certainly qualifies as an MLV with respect to desktop operating systems and office suites. So do you have to accept whatever price and contract terms it deigns to offer you?

Before you do, consider everything else Microsoft wants to sell you and has sold you. It wants to sell you the operating software for your servers, instead of Sun, HP, IBM or one of the many Linux-based alternatives. It wants to sell you your relational database management system, MS Exchange, Visual Studio, and a whole bunch of other stuff. You can take as much of your business elsewhere as you’d like.

That ought to give you some leverage. It wouldn’t, though, if you were dealing with the MLV, for which the incremental value of your non-MLV business (or decremental value of the non-MLV business you’re threatening to take elsewhere) is chump change — a rounding error. If you were dealing with the MLV you’d be dealing with a bureaucrat who cares more about applying all rules consistently than about the company’s profit-and-loss statement.

But you aren’t dealing with a bureaucrat, or the MLV itself. You’re dealing with a sales representative hired by the MLV, and sales representatives care about commissions, not rules. That gives you another button to push.

Even if you can’t take your business elsewhere due to vendor lock-in you still have some control over sales volume. “I’m under a lot of budget pressure,” you might say. “I’m going to have to hold off the OS upgrade for a year.” Or, if that doesn’t fit the situation, you’re thinking about server or processor consolidation to reduce software maintenance costs. Or …

I don’t know exactly what the specific bit of leverage you have is. I’m pretty sure of two aspects of your negotiating situation, though. The first is that there’s some carrot or stick you can plausibly brandish at your MLV’s sales representative. The second is that your MLV’s sales representative cares about how much you buy from him or her.

It’s a shame, really. IT executives and managers spend quite a bit of time negotiating with vendors. Even if they’ve gone to business school, though, they’re unlikely to have learned how to negotiate. Heck, many business schools don’t even include coursework in negotiation, even though it’s one of the most important skills a manager can acquire.

So here’s the starting point: You have something the other party wants, just as the other party has something you want. How well you recognize what you have, how much they want it, and how plausibly you can threaten to withhold it compared to how well the other side does the same thing pretty much determines who wins the negotiation.

What’s that? You’ve read that the best negotiations end in win-win situations?

Maybe they do. But that doesn’t mean one side doesn’t win better than the other.