How Gary Vee runs 7 businesses

Gary Vee emphasizes a long-term, patient approach to business and investments. He shares that he invests in his relationships and nurturing people within his network, comparing this to spending millions on his relationships rather than only focusing on immediate financial returns. His philosophy revolves around being long-term greedy, investing in relationships, and doing good for others without expecting instant ROI. Gary also discusses his tendency to fund his projects personally, highlighting his confidence and the backing from high-profile partners like Steve Ross, owner of the Dolphins.

Gary shares insights into his hectic yet highly efficient daily routine, which starts early in the morning and involves back-to-back meetings, most of which are brief (15-minute slots). He attributes his productivity to hiring talented people, maintaining focus, and the practice of quick decision-making. The discussion reveals his emphasis on reducing meeting length, maintaining emotional resilience, and the importance of having a team of trusted family members and close associates to run his multiple businesses smoothly.

Gary offers a detailed breakdown of his diverse ventures, including VaynerMedia, VaynerSports, CR Group (restaurants), VeeFriends (NFT and merchandise), Wine Library, and VaynerWat. He explains how each operates with different revenue streams, and how his role varies from active CEO to strategic advisor. Despite the scale, he maintains a hands-on approach, focusing on long-term growth and branding. His success is tied to the consistent hiring of talented people he trusts and creating a culture of relationship-building over transactional dealings.

Gary discusses the importance of content creation and personal branding, stressing that much of his business success is driven by his visibility and influence. He believes that the next wave of Fortune 500 companies will be creator entrepreneurs who leverage social media, AI, and blockchain. Gary also talks about the significance of authenticity, avoiding shady business practices, and staying true to his values, especially when vetting potential partners or collaborators.

Gary reflects on human nature, including tendencies to compare oneself with others, mimetic rivalry, and the complexity of success. He emphasizes that many high achievers often struggle with envy and negativity towards other winners. He advocates for happiness, charity, and genuine relationships over superficial success markers. He admits to past challenges with candor and firing employees, and how he's improved his leadership by being more transparent and kind. His focus remains on evolving as a leader and building a legacy rooted in real human connection and doing good.