The Entrepreneur’s Edge on AI, Social Media and Business Q&A | RightNOW 2025 Keynote PART 2

The Entrepreneur’s Edge on AI, Social Media and Business Q&A | RightNOW 2025 Keynote PART 2

In this Q&A session from RightNOW 2025, GaryVee joins Monica Sullivan and the audience to answer real questions about entrepreneurship in the age of AI and social media. Building on the keynote, this conversation dives deeper into attention, consumer behavior, and how entrepreneurs can find their edge in business today.


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The Entrepreneur’s Edge in the AI & Social Media Era | RightNOW 2025 Keynote PART 1

The Entrepreneur’s Edge in the AI & Social Media Era | RightNOW 2025 Keynote PART 1

In this keynote from RightNOW 2025, GaryVee joins Monica Sullivan to share practical strategies for entrepreneurs on how to adapt and win in the age of social media and AI. From the concept of "day trading attention" to building long-term leverage, this talk breaks down what actually matters in business right now.

19 Aug 38min

Redefining Leadership and Emotional Intelligence in Business 2025

Redefining Leadership and Emotional Intelligence in Business 2025

In this interview, GaryVee challenges outdated ideas of leadership and dives into why emotional intelligence, self-awareness, and vulnerability are no longer optional in business. He shares how redefining strength in 2025 means leading with empathy, creating real connections, and building organizations that actually last. If you’re navigating modern business, this is a raw and practical look at what leadership really requires today.

18 Aug 19min

The Habits of Winning Entrepreneurs / Why You Should Give Away More For Free | 2018

The Habits of Winning Entrepreneurs / Why You Should Give Away More For Free | 2018

This is one of the top 10 throwback episodes, originally from 2018.This section out of a business meeting I had with Hip Hop artist Racks really shows the value you get in return for giving away your best shit for free - pure exposure. I dive into why free is the gateway to reaching an even broader audience & why it makes up the habits of true winning entrepreneurs.

17 Aug 10min

How To Make Every Penny Work Like a Dollar | IFA Keynote Las Vegas, NV 2019

How To Make Every Penny Work Like a Dollar | IFA Keynote Las Vegas, NV 2019

This is one of the top 10 throwback episodes, originally from 2019.A lot of companies are going to go out of business over the next decade for one main reason:Humans don’t like change.If you’re plan to be in business for the long term and you’re holding “what worked” in the past on a pedestal, I really hope this podcast changes the way you look at things.This is a keynote I gave in Vegas at the International Franchise Association on Facebook and Instagram marketing in 2019, the rise of voice and machine learning, and more.

16 Aug 52min

10 Ways to Have a Winner's Mindset

10 Ways to Have a Winner's Mindset

I want to help all of you guys be the best version of yourself ... this episode is a mash-up of 10 of my "ideologies". Please listen closely as I really think these next 20 minutes can help you take that next step. This is one of the top 10 throwback episodes, originally from 2019.

15 Aug 18min

How to Build a Career You Actually Love | Tea with GaryVee Ep #80

How to Build a Career You Actually Love | Tea with GaryVee Ep #80

In this episode of Tea with GaryVee, Gary shares real-world advice for building a career that aligns with your passions, values, and long-term goals. From navigating tough decisions to finding the right opportunities, he breaks down how to think strategically about work and life so you don’t settle for “good enough.” If you’re feeling stuck, unsure of your next move, or ready to create a career that truly fulfills you, this conversation will give you the clarity and motivation to take action.

14 Aug 33min

GaryVee x Andrew Corlde: Building a Personal Brand to Thrive in the AI Era | PART 2

GaryVee x Andrew Corlde: Building a Personal Brand to Thrive in the AI Era | PART 2

In Part 2 of GaryVee’s conversation with Andrew Corlde, the focus shifts to the power of personal branding in a world transformed by AI. They discuss how to stay relevant, adapt to rapid change, and leverage your unique voice to create lasting business impact. If you’ve ever wondered how to stand out in a noisy market, especially as technology reshapes everything, this episode is packed with practical advice and forward-thinking insights.

13 Aug 25min

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