Gary Vaynerchuk is ‘petrified’ of Slack
If you’ve spent more than two minutes somewhere on social media, you have come across Gary Vaynerchuk.
And for years, I have wondered, is this just a character? Or is there a real Gary Vaynerchuk somewhere behind “GaryVee,” the social media entrepreneur and internet brand?
Vaynerchuk got his start working at his family’s liquor store, which he turned into an online wine shop. That’s where he started in social media, hosting a long-running YouTube show called “Wine Library TV.”
He parlayed that into the gigantic GaryVee brand, which, at its core, is about entrepreneurship. Gary himself co-founded the restaurant reservation platform Resy, which he sold to American Express in 2019, and Empathy Wines, which he sold in 2020.
But the...