Young and Profiting with Hala Taha (Entrepreneurship, Sales, Marketing)

Kevin O'Leary: The Game-Changing Habits That Set Top Entrepreneurs Apart | Entrepreneurship | YAPLive | E376

01 Dec 2025

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Description

Now on Spotify video! Starting a business is brutally hard, and Kevin O’Leary is a living example of that truth. Despite early failures, he went on to build and sell The Learning Company for $4.2 billion in one of the most competitive tech markets in history. As an investor in over 50 companies, he can spot true entrepreneurs from a mile away and knows exactly what it takes to stay in the game. In this episode, Kevin exposes the harsh realities of entrepreneurship and shares the essential traits, skills, and strategies that separate successful founders from those who fail. In this episode, Hala and Kevin will discuss: (00:00) His Early Life and Path to Entrepreneurship (06:04) Kevin’s Rules for Scaling Beyond $5M (14:05) Lessons From a $4.2B Business Exit (22:37) Transitioning From Operator to Investor (27:42) Managing the Highs and Lows in Business (32:32) What Makes a Successful Entrepreneur? (36:51) Rating the Traits of True Entrepreneurs (46:29) High-Performance Habits for Entrepreneurs (01:01:16) The Power of Creator Entrepreneurship Kevin O’Leary is a serial entrepreneur, venture capitalist, and television personality, best known as “Mr. Wonderful” on ABC’s Shark Tank. He co-founded and built The Learning Company, which was later sold for $4.2 billion, making it one of the largest tech exits of its time. Kevin is also the Chairman of O’Leary Ventures, as well as a bestselling author, global speaker, and advocate for entrepreneurship and financial literacy. Sponsored By: Indeed - Get a $75 sponsored job credit to boost your job's visibility at Indeed.com/PROFITING Shopify - Start your $1/month trial at Shopify.com/profiting. Revolve - Head to REVOLVE.com/PROFITING and take 15% off your first order with code PROFITING DeleteMe - Remove your personal data online. Get 20% off DeleteMe consumer plans at to joindeleteme.com/profiting Spectrum Business - Visit Spectrum.com/FreeForLife to learn how you can get Business Internet Free Forever. Airbnb - Find yourself a cohost at airbnb.com/host Northwest Registered Agent - Build your brand and get your complete business identity in just 10 clicks and 10 minutes at northwestregisteredagent.com/paidyap Framer - Publish beautiful and production-ready websites. Go to Framer.com/design and use code PROFITING Intuit QuickBooks - Bring your money and your books together in one platform at QuickBooks.com/money Resources Mentioned: Kevin's Website: kevinoleary.com Kevin's LinkedIn: linkedin.com/in/kevinolearyshark Kevin's Instagram: instagram.com/kevinolearytv/?hl=en Kevin's YouTube: youtube.com/channel Active Deals - youngandprofiting.com/deals Key YAP Links Reviews - ratethispodcast.com/yap YouTube - youtube.com/c/YoungandProfiting Newsletter - youngandprofiting.co/newsletter LinkedIn - linkedin.com/in/htaha/ Instagram - instagram.com/yapwithhala/ Social + Podcast Services: yapmedia.com Transcripts - youngandprofiting.com/episodes-new Entrepreneurship, Entrepreneurship Podcast, Business, Business Podcast, Self Improvement, Self-Improvement, Personal Development, Starting a Business, Strategy, Investing, Sales, Selling, Psychology, Productivity, Entrepreneurs, AI, Artificial Intelligence, Technology, Marketing, Negotiation, Money, Finance, Side Hustle, Startup, Mental Health, Career, Leadership, Mindset, Health, Growth Mindset, Side Hustle, Startup, Passive Income, Online Business, Solopreneur, Networking

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