Today's video is a conversation with Ilana Golan from Leap Academy (@ilanagolan-leap-academy), where we get into the real mindset of a "purebred entrepreneur." We talk about how to build a better relationship with fear, the importance of being okay with losing it all, and taking 100% accountability. I also talk about why I left my family's business to start VaynerMedia from scratch, and get into my origin story. Hope you enjoy! 01:11 - Why you must be okay with losing it all 02:22 - Taking 100% of the blame when you lose 03:35 - The best way for leaders to help their teams grow 04:00 - The real reason I left the family business 05:11 - You must be willing to be misunderstood 12:23 - The most important advice for people 18-30 years old 15:36 - Why being underestimated is the ultimate advantage 21:20 - My thoughts on work-life balance 34:30 - My #1 source of motivation 35:26 - The story behind my dream of buying the NY Jets Listen to this episode of Leap Academy with Ilana Golan here: https://link.chtbl.com/leapacademy Connect with Ilana: https://www.instagram.com/ilanagolanleap/ https://www.linkedin.com/in/ilanagolan/ #Entrepreneurship #BusinessAdvice #Motivation #Leadership #Mindset #GaryVee #CareerAdvice Did you catch my conversation with Codie Sanchez about social media and AI? Check it out here: https://garyvee.com/codie2 — Thanks for watching! 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.