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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.
In this episode of Tea with GaryVee, Gary Vaynerchuk tackles Monday morning blues and the mindset shifts needed to break free from career dissatisfaction. He addresses questions from his live audience about confidence, job changes, toxic workplaces, and overcoming fear of judgment. Gary emphasizes that life's challenges are simpler than we make them, advocating for accountability and optimism as the foundation for personal and professional growth. (03:39)
Gary Vaynerchuk is the CEO of VaynerMedia and a renowned entrepreneur, author, and speaker. He built his family's wine business from $3M to $60M and has since become a leading voice in digital marketing and entrepreneurship. Gary is known for his direct, no-nonsense approach to business advice and his emphasis on self-awareness, work ethic, and optimism in achieving success.
Gary emphasizes that creating content on LinkedIn around your subject matter expertise is the most powerful tool for career transformation. (00:35) He explains that many people fear they don't have other job options because they're not actively networking and showcasing their expertise online. By consistently posting about your professional knowledge, whether in marketing, education, filmmaking, or any field, you'll attract recruiters and opportunities. This strategy transforms you from a passive job seeker into an active professional brand that employers seek out.
Gary presents a stark choice: "Hate job, good money, gambling... Love job, average or below average money, live within the means of that money and don't care what everybody says about your house, your car, your clothes, happy life." (19:35) He illustrates how staying in well-paying jobs you hate often leads to destructive coping mechanisms like gambling, drinking, or other addictions. The alternative is finding work you're passionate about, living within those means, and prioritizing happiness over external validation.
Throughout the episode, Gary repeatedly emphasizes his "AO" principle - accountability and optimism. (03:39) He explains that if you're fully accountable (everything is your fault even when it's not) and optimistic (believing you can win despite current challenges), you have the foundation for overcoming any obstacle. This mindset shift moves you from victim mentality to ownership mentality, where you take control of your circumstances rather than being controlled by them.
In a powerful moment, Gary addresses how many adults are still stuck in junior high mentality: "You value the opinions of people you don't even like and you don't even wanna be like. You're stuck in seventh grade." (21:00) He emphasizes that fear of judgment from others, particularly people whose opinions shouldn't matter to you, is what keeps people trapped in unfulfilling situations. Breaking free requires recognizing this pattern and choosing to prioritize your own values over others' judgments.
When addressing hostile work environments, Gary's advice is direct: "You've got to leave the company that looks the other way for revenue drivers that are dick faces." (15:56) He explains that the only way toxic workplace cultures change is when leadership changes, and if you don't have the power to change the culture, you have the power to leave. Rather than staying and complaining, the productive approach is to actively seek better opportunities through networking and content creation.