I was 26 years out of law school before I moved in-house.

In those 26 years, I had never heard of “one-on-ones” (outside of the context of basketball). When I moved to a corporate job, folks were astonished by my ignorance. (A small part of that astonishment had to do with my unfamiliarity with one-on-ones.)

I’ve now been working for four years in what I take to be a typical (indeed, world-class) corporate environment, and I’m ready to declare the truth, thus offending every human resources professional who has ever lived: One-on-ones — individual weekly meetings between managers and each of the people who report to them — are generally unnecessary.

I know, I know: One-on-ones guarantee that the manager knows what’s happening in his or her department. And the meetings let managers give immediate feedback on how members of the team are performing. And there’s nothing like personal conversations to build relationships and esprit de corps.


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According to George Will, “Pessimism has its pleasures. Ninety percent of the time you’re right, and ten percent of the time you’re delighted to be wrong.”

That’s how I go through life.

What made me a pessimist? Nature or nurture, perhaps? (Should I blame my parents’ genes or their parenting skills?) Decades defending litigation, which forced me perpetually into a defensive crouch? (If that’s the reason, then plaintiffs’ lawyers must be optimists.) Or my preferred explanation: Keen observation of reality, coupled with endless experience, naturally breeds pessimism.

As an outside lawyer, my pessimism meant that I presumptively expected the worst (or, at a minimum, the least) from colleagues, opposing counsel, clients, and courts. Those folks generally performed precisely to my expectation, reinforcing my pessimism.

As an in-house lawyer, how does pessimism infuse life?

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I have two memos sitting unread in my inbox.

One of the memos is great; the other one is terrible. I know which is which. And, as I said, I haven’t yet read either one of them.

Isn’t trust terribly unfair?

Think about the many ways that establishing trust permeates a business relationship. Once the superior (whether that be partner, client, boss, or whomever) trusts the underling, the underling can do no wrong. And once the superior mistrusts the underling, the underling can do no right.

Which of the two unread memos in my inbox is great? The one from the guy I trust. All of his earlier memos have been great. They’re crisp, incisive, intelligent, and lucid; the one that I haven’t yet read is surely a thing of beauty, too. Which memo stinks? The one from the guy I don’t trust. All of his earlier memos have left me gripping my head in agony, trying to figure out what in God’s name this clown was trying to communicate and why anyone would think it was worth trying to communicate that drivel.

Trust permeates everything; it’s terribly unfair. Trust infuses more than just the memos I haven’t yet read. Trust permeates silence, too. How can trust permeate silence?

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Some tasks are meant to be delegated; others are not.

Sometimes, whether the task is meant to be delegated depends on what the supervisor has in mind.

Let’s think about three examples…

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