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High Probability Poker: The Art of Side Door Interviewing

In interviews, the questions we ask should serve two goals. First, they must have a high probability of gathering relevant, predictive information about the candidate. Second, they should avoid telegraphing exactly what we’re looking for or what the “right” answer might be.

When...

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The Positives of Asking For Negatives

Most interviewers are either afraid of asking for negative information from candidates (weaknesses, mistakes). Or they are simply unskilled in doing so. Often both.

Why do we insist that asking for negative information is such an important part of a well conducted interview process? Three...

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When to Hire a Generalist: 4 Situations that Break the Rules

There’s no shortage of leadership gurus who talk about the importance of hiring people with specialized skills and expertise. “Specialists over generalists” was a common refrain at my former employer, the renowned leadership advisory firm ghSMART. Peter Drucker has written...

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Airport Test 2.0

You may be familiar with the classic airport test: "Is this the type of person I could stand to be around while waiting for a flight?" Etc.

I was recently talking to a friend at a NYC VC about the recent CrowdStrike outage and the ensuring debacle with Delta Airlines at Atlanta airport.

That...

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Bad Interview Questions (And Some Suggestions)

Interview questions play a crucial role in the hiring process, but some common ones don't quite hit the mark. In this post, I'll explain why certain popular interview questions fall short and share some underrated alternatives that can help you find the right candidate more effectively.

Let's...

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Two Time Compression Tactics

As an interviewer you want the most actionable data per unit of time. (Subject to the candidate also having an enjoyable experience.)

If you've ever ran out of time (or run over your allotted time) you know that time is your scarcest resource. 

What if there were a couple of tactics that could...

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The Most Important Skill (...and My Mission)

From our academic years onward, each of us spends thousands of hours building our technical or functional skills—the "tools of our trade" as individual contributors (finance, sales, engineering, marketing, law, product development, etc). 

Over time, these personal/individual skills...

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“Unpacking A Mess”: Dealing With Long, Complex Candidate Stories

If you’ve done even a modest amount of interviewing, you’ve certainly heard your share of long-winded (and sometimes aimless) stories about big, complex projects or engagements.

You ask a simple question about a key highlight in their last role, and before you know it, you’re 15...

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4 Hallmarks Of A Bad Hiring Strategy

I’ve worked closely with dozens of founder-led companies that have fallen on hard times, often in the context of a private equity buyout.

It’s clear when a founder or founding team has failed to pursue a winning hiring strategy. You can see the “scar tissue” from prior bad...

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