Ridiculously Hard and Obnoxiously Smart

Want to stay ahead as an entrepreneur in 2025? This episode is a crash course in evolving your business, featuring three real entrepreneurs tackling three major challenges—scaling, branding, and reinv...

12 Mar 202533min

If you're in business and avoiding technology, you're in trouble. In this episode, I dive into why contractors—especially roofers—need to stop resisting tech and embrace the tools that will keep them ...

11 Mar 202554min

🔥 The game has changed—are you keeping up? In this episode of Tea with GaryVee, I dive deep into the shifting landscape of social media, why follower counts don’t mean sh*t anymore, and how content i...

5 Mar 202531min

In this episode, I sit down with four business owners from completely different industries—hospitality, franchising, community-driven services, and social media marketing—to break down their biggest c...

5 Mar 202529min

I sat down with Lydia Moynihan from the New York Post to dive into some of the biggest shifts happening in business, media, and technology. We get into the explosion of social shopping, how AI is chan...

4 Mar 202548min

The real fix for feeling stuck? Curiosity. So many of us are trapped in our own excuses, using judgment from family or fear of failure as a reason to hold back. If you’ve ever felt like you’re not “go...

27 Feb 202526min

Standing out in the crowded digital world is harder than ever. With AI making content creation easier, the real challenge is staying authentic without "selling out."In this episode, I break down what ...

26 Feb 202512min

🔥 How to Start a Business (Even If You Think You Can’t)Starting a business? You need to hear this. In this episode, I break down the best way to start—from working for someone in your industry to mak...

25 Feb 202519min