In our last interview, you might remember Gary Vee telling me in 2019 that "Joe Rogan is going to eventually sign a $100 million-plus deal to go exclusive on a platform because of the level of attention he has." We all know what happened next.

After interviewing Gary Vaynerchuk twice on this podcast, you could be forgiven for thinking that you know his story inside out. But today, I want to explore his softer side of Kindness, humility, and helping others. As part of TikTok’s ongoing efforts to use the platform to make a positive impact, they partnered with GaryVee for a one-of-a-kind 12-hour TikTok LIVE stream.

In the first hour and a half, Gary raised $100,000 and was not stopping by repeatedly asking the audience to share, tap the treasure chest, and donate as much as possible. Jay Strongbow donated $100K and Will.I.Am donated 25,000. Those that feel they are too old for TikTok took comfort from Joey Fatone who declared, "I'm 43-years-old some people say TikTok is too young for you but I say no - I'm having a lot of fun here."

The streaming event raised nearly $900K on the live-stream, with an additional $250,000 donation from Patriots owner Robert Kraft. With the TikTok match, this means Meals on Wheels raised about 2.3 million yesterday. I wanted to find out more about the story behind the #ALLINCHALLENGE on TikTok and why it means so much to Vaynerchuk.

We also talk about how he has been coping and working from home taking Zoom calls instead of living on planes.