Gary Vaynerchuk says his biggest leadership failure was avoiding honest feedback with employees he liked, which bred resentment and messy firings. Over twenty years, he learned to deliver direct criticism with compassion, a skill he calls kind candor. He compares this growth to how LeBron James deepened his understanding of basketball as he aged.
Chapters
How have you changed personally as you've grown as an entrepreneur, as a leader?
As a public figure, my biggest strength is candor. As a private business owner, my inability to be candorous to my employees because I liked them too much and I was scared I was gonna scare them by giving them critical feedback was disproportionately my shortcoming as a leader. All— all that I was doing was creating resentment, passive-aggressive behavior on my end, resentment towards people, which was hurting me, passive-aggressiveness with little zings, which was hurting them, and very sloppy firings, which hurts me and them. And so it was a very tough 20-year journey for me from 22 to 42 in having— that was my my kryptonite. In a world where I was gifted with so many talents, that was my kryptonite. So I would say by far the biggest thing that has grown is my ability to now give candor. I call it kind candor. I want to deliver it with compassion and sympathy and empathy, but it's a real thing. And, you know, so that was real. You know, the gray hairs give you experience. Yes, I was a natural talent, but, you know, when I look at LeBron James 20 years later in his career, he, he's still a physical specimen. There's things he can't do that he did in his youth, but boy, oh boy, oh boy, does he understand the game of basketball.