The Right Way to Answer “What’s Your Greatest Weakness?”; Harvard Business Review, 1/17/14

David Reese, Harvard Business Review; The Right Way to Answer “What’s Your Greatest Weakness?” :

"Responses like these tell me little about how a candidate faces challenges and immediately implies a lack of sincerity. It doesn’t demonstrate to me how they think — beyond their ability to creatively avoid being honest or self-critical. It indicates to me that they’re not willing to stand up and say what’s not working — the opposite of what a startup needs. That’s why my recent interviews with college graduates have all started to follow the same pattern. I start with two sentences: “Forget what your career center has taught you about interviews. I want to have a real conversation with real answers, and I promise to do the same.” The candidates take a minute to evaluate whether I’m somehow tricking them. If they lean into their discomfort and take me at my word, the level of conversation improves dramatically — we have a great time getting to know one another in an authentic way. I’m not really looking to find out whether their organizational skills could use improvement, or that they struggle with presenting to large groups or even leading large teams. I’m trying to find out whether they have self-awareness; whether they are able to be critical; and most importantly, whether they’re able to tell the truth — when it’s difficult.

For those candidates who don’t buy in, however, I spend the majority of the interview trying to pry off their layers of canned responses. I leave the interview wondering: Who are you? And what’s worse — I’ll never know. Because they’ll never get the job."