Today’s episode is Tea with GaryVee 96, where I talk about entitlement, insecurity, the housing panic, and why most of you are losing before you even start. I break down the truth about renting vs. owning, why “easy” is ruining your ambition, and how to actually make money on TikTok Shop. Hope you enjoy! 00:00 – Should you bother buying a home? 01:15 – Your spending habits are the actual problem 03:47 – How to make money 06:17 – The myth of “easy money” 08:36 – Losing is the greatest gift 16:40 – Stop listening to people you don’t want to be like 22:43 – Relationship mistakes and sitting in the pain 25:00 – The future of jobs & what your kids really need 29:28 – The authenticity conversation in the AI era 31:44 – The skill set that wins on social in 2025 33:38 – Should you quit your job? 38:10 – Final message for 2026 and beyond #mindset #accountability #entrepreneurship #motivation #losing #selfawareness #ai #toughlove #growth #hustle #veefriends Did you catch my social media & marketing playbook for 2026? Check it out here: https://garyvee.com/aspire2 — Thanks for watching! Sign up for the GaryVee x Stan challenge: http://www.garyvee.com/stan Join My Discord!: http://www.garyvee.com/discord Check out another series on my channel: Gary Vaynerchuk Keynote Speeches: http://www.garyvee.com/keynotespeeches Gary Vaynerchuk's thoughts on NFTs, Web3, cryptocurrencies and more: http://www.garyvee.com/web3nfts Life, Business, and Career Advice l Gary Vaynerchuk Original Films: http://www.garyvee.com/gvoriginals How to Make Money at Garage Sales l TrashTalk: http://www.garyvee.com/trashtalks Inside the Life of a $300M+ Company's CEO l DailyVee: http://www.garyvee.com/dailyvees — Gary Vaynerchuk is a serial entrepreneur and serves as the Chairman of VaynerX, the CEO of VaynerMedia, and the CEO and creator of VeeFriends. Gary is considered one of the leading global minds on what's next in culture, business, and the internet. Known as "GaryVee," he is described as one of the most forward thinkers in business. He acutely recognizes trends and patterns early to help others understand how shifts in consumer attention impact the realities of the business world today. Gary's approach sits at the intersection of business and pop culture. He keenly understands how to bring brand relevance to the forefront. He is a prolific angel investor with early investments in companies like Facebook, Twitter, Tumblr, Venmo, Snapchat, Coinbase, and Uber. Gary is an entrepreneur at heart – he builds businesses. Today, he helps Fortune 1000 brands leverage consumer attention through his full-service advertising agency, VaynerMedia, which has offices in New York, Los Angeles, Chicago, Miami, Toronto, Mexico City, London, Amsterdam, Sydney, Singapore, Tokyo, Bangkok, Delhi, and Kuala Lumpur. VaynerMedia is part of the VaynerX holding company, which also includes Eva Nosidam Productions, Gallery Media Group, The Sasha Group, VaynerSpeakers, VaynerCommerce, and Tingley Lane Trading. Gary is the Co-Founder of VaynerSports, VCR Group, VaynerWatt, ArtOfficial, Resy, and Empathy Wines. He guided Resy and Empathy to successful exits -- which he later sold to American Express and Constellation Brands, respectively. He also owns a Major League Pickleball team called the 5s, is part owner of a Big3 basketball team, and is an investor in the revival of the SlamBall League. In 2021, Gary created VeeFriends, an entertainment company that has become a rising powerhouse in modern entertainment and collectibles. Often described as Pokemon meets Sesame Street, the company leverages stories, games, events, collectibles, and technology to scale its character universe. Vaynerchuk also has negotiated partnerships with brand powerhouses such as Crocs, Fanatics, Macy’s/Toys “R” Us, Mattel’s UNO, Mattel’s Masters of the Universe, Moonbug Entertainment, Reebok, Squishmallows, Topps, and more. Gary is also the founder and creator of VeeCon – a contemporary super conference that converges business and pop culture with innovation and technology. He is a six-time New York Times bestselling author, with titles including Crush It!, Jab, Jab, Jab, Right Hook, Twelve and a Half and Day Trading Attention. In addition to running multiple businesses, Gary documents his daily life as a CEO through his social media channels, which have more than 45 million followers and garner more than 300 million monthly impressions/views across all platforms. His podcast, "The GaryVee Audio Experience," ranks among the top podcasts globally. Gary serves on the board of MikMak, Bojangles Restaurants, Global Citizen Forum, The Paley Center, and Pencils of Promise. He is also a longtime Well Member of charity: water. Gary's life ambition is to buy the New York Jets.