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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MicroVee: What Happened When I Sent a $400 Thank-You Gift | GaryVee Keynote Clip

MicroVee: What Happened When I Sent a $400 Thank-You Gift | GaryVee Keynote Clip

Sometimes the smallest gesture creates the biggest return.In this episode, I talk about one of my favorite stories ever—where a simple act of gratitude turned into a massive business opportunity. This is for all the entrepreneurs out there who are obsessed with scale and tech... but might be sleeping on the old-school moves that really build brand equity.This isn’t theory—it’s a real case study of how doing the unscalable can scale your business better than any ad campaign. I also break down the mindset you need to win in today’s economy: either go all in on social media or go all in on relationships. The middle? That’s where businesses die.🎯 If you're in business, marketing, sales, or customer service... this episode is your reminder that being human still wins.We talk about:📞 Why calling your old clients might be your next growth strategy🎯 How a $400 jersey for a $100 customer led to a $6,000 sale❤️ Scaling the unscalable: why gratitude is the edge🧠 The mindset difference between winning and being forgotten🚫 Why the “middle” in business is the worst place to be🎧 Don’t sleep on this one—it’s a great example of how to actually do business in a meaningful way.📍 Follow the podcast here first:📌 @garyveeaudioexperience📍 Follow me here:📌 Instagram | Facebook | LinkedIn | TikTok | Twitter/X | YouTube

25 Maj 6min

How to Succeed in the Workforce After Graduation | GaryVee 2024 NYU Commencement Speech

How to Succeed in the Workforce After Graduation | GaryVee 2024 NYU Commencement Speech

This is my 2024 commencement speech at NYU Stern — one of the most important talks I’ve given.I break down what graduating students actually need to know before entering the real world. This isn’t about hype or theory — it’s about the mindset and clarity you’ll need to succeed in a tough job market and an even tougher business landscape.We talk about:Why adversity early in your career is a good thingHow to stop letting other people’s opinions control your decisionsThe problem with participation trophies and fearing failureWhy self-awareness and patience matter more than your resumeHow to build a career you won’t regret at 80If you’re a recent grad — or about to become one — this is a message you need to hear.

23 Maj 15min

Still One of the Best Talks I’ve Ever Done | Dutch Bros 2017 keynote/Q&A

Still One of the Best Talks I’ve Ever Done | Dutch Bros 2017 keynote/Q&A

I’m bringing you one of the most impactful keynotes I’ve ever done—my 2017 Q&A with the Dutch Bros Coffee team in Portland, Oregon. It’s been a fan-favorite for years and I totally understand why: the energy, the heart, the realness in this room was just unreal. No fluff—just practical, emotional, and deeply honest takes on leadership, burnout, ambition, and what it really means to care.This wasn’t just a speech—it was a back-and-forth with some of the most passionate people I’ve ever talked to. Managers, baristas, social leads, and young hustlers all brought the heat with their questions—and I gave them everything I had.💡 If you're trying to build culture, lead people, grow your brand, or just find your next gear in life, this is a must-listen.We talk about:Why most leaders screw up motivation (and what I do instead)How to go from solopreneur to 800+ employees the right wayThe underpriced value of empathy and listeningReal talk on firing fast, scaling culture, and staying patientOne of the most emotional moments I’ve ever had on stage… and why I’ll never forget itThis is pure gold—let’s get into it.📍 Follow the podcast here first:📌 @garyveeaudioexperience📍 Follow me here:📌 Instagram | Facebook | LinkedIn | TikTok | Twitter/X | YouTube

21 Maj 44min

This Is Where AI Is Taking Us — An AI & Social Media Playbook For 2025 | GaryVee w/ Iced Coffee Hour

This Is Where AI Is Taking Us — An AI & Social Media Playbook For 2025 | GaryVee w/ Iced Coffee Hour

🔥 Ever wonder what really fuels consistent success? In this powerful, introspective episode, I sat down with the hosts of The Iced Coffee Hour for one of my most vulnerable and wide-ranging conversations yet. We get into gratitude, hard work, burnout, parenting, AI relationships, and everything in between. This isn’t your typical motivation talk — it’s raw, real, and straight from the heart. If you're on your grind, questioning your path, or trying to define your own version of balance and success, this one's going to hit different.🧠 Whether you're scaling a business, creating content, or chasing your dream life, this is a deep dive into the mindset that actually gets you there.We talk about:⚡ The real source of my energy (hint: it's not caffeine)🧘‍♂️ Why gratitude has been my lifelong cheat code💼 How to define success on your own terms🧠 Navigating burnout, candor, and being a better leader🤖 My boldest AI predictions (marrying robots? Yup.)📈 Why TikTok Shop & Facebook are massive right now💬 How to stay authentic without burning outThis is the stuff people don’t usually talk about — but need to hear.🎧 Press play now — this one could change how you see your life and business.📍 Follow the podcast here first:📌 @garyveeaudioexperience📍 Follow me here:📌 Instagram | Facebook | LinkedIn | TikTok | Twitter/X | YouTube

19 Maj 1h 6min

Give Me 62 Seconds... I'll Change Your Life Forever

Give Me 62 Seconds... I'll Change Your Life Forever

The insane 400 trillion to 1 odds of becoming a human being is enough to drive me daily, I'm just grateful for this at bat!!

18 Maj 1min

Legacy, Attention & Building Something That Lasts in 2025 | GaryVee x Maury Povich Conversation

Legacy, Attention & Building Something That Lasts in 2025 | GaryVee x Maury Povich Conversation

This episode comes from my appearance on On Par with Maury Povich, and it turned into something really special. We went deep — like deep deep — on the stuff that really matters: legacy, media, parenting, regrets, and where the world is heading next.Maury’s a legend. He’s lived through the golden ages of radio, TV, and now digital. We talked about everything from how attention has always been the game, to what AI means for legacy.🎯 This one’s for creators, storytellers, entrepreneurs, and anyone obsessed with culture, history, and where things are going next.We talk about:📻 The shift from radio to TikTok — and why it’s all the same game🧠 Why curiosity is your superpower (no matter your age)🏆 How “eighth place trophies” might be hurting our kids💥 Missed investments, family legacy, and building something that lasts🧬 My dad’s work ethic, my mom’s love, and how that shaped me🎨 Why I’m going all-in on VeeFriends and the next Disney🤖 The wild future of AI, and how your story might outlive youThis is the kind of conversation I wish everyone could have with someone they admire. Let’s go.📍 Follow Maury Povich here:📌 Instagram📍 Follow the podcast here first:📌 @garyveeaudioexperience📍 Follow me here:📌 Instagram | Facebook | LinkedIn| Twitter/X | YouTube

16 Maj 48min

The EXACT Formula I Use to Grow Businesses with Organic Social Content | GaryVee Possible Keynote/Q&A

The EXACT Formula I Use to Grow Businesses with Organic Social Content | GaryVee Possible Keynote/Q&A

This one’s for the marketers, brand builders, and business leaders still clinging to yesterday’s playbook. In this high-energy keynote and raw Q&A from the POSSIBLE conference, I’m throwing punches—at outdated marketing models, bloated ad budgets, and the creative delusion plaguing our industry.We’re in the Interest Media era now. Organic creative IS the strategy. If you’re not over-investing in social content, you’re being outflanked by companies that didn’t exist a year ago.No more disguising bad creative with fat media buys. In 2025, if it doesn’t hit organically, you don’t spend a dollar promoting it. Period.👊 This is a call to ditch the delusion and start telling the truth—internally and externally.We talk about:Why organic relevance is the new reachThe broken Paid-Owned-Earned model (and what replaces it)How agencies are losing ground by playing defenseWhy your $800K campaign flopped—and a 5K TikTok didn’tSocial strategy for CPG, B2B, the gray market, and everything in betweenThe future of podcasting, live commerce, and AI influencersCommon sense in marketing... and in life🎯 Whether you're an agency exec, solo creator, Fortune 500 CMO, or a startup founder—this episode will either challenge or validate you (maybe both).📍 Follow the podcast here first:📌 @garyveeaudioexperience📍 Follow me here:📌 Instagram | Facebook | LinkedIn | TikTok | Twitter/X | YouTube

14 Maj 35min

The Future of Marketing, Regret, and Human Truth | GaryVee Fireside Chat

The Future of Marketing, Regret, and Human Truth | GaryVee Fireside Chat

I’m getting deep on this one—this is a raw and reflective talk I gave recently, and it goes way beyond business. I touch on what it means to simplify your life, how gratitude and guilt have driven my success, and why judgment is the killer of potential.We also talk about:The massive shift coming when glasses replace phonesWhy the scariest thing isn’t failure—it’s regretParenting, personal growth, and how fear shaped me as a kidHow humility is the secret weapon for speed and successAnd why materialism might be destroying your happinessThis episode is real. It's emotional. It's about business, yes—but it's even more about you. If you’re stuck, if you’re overwhelmed, if you’re scared to post or take the leap… this one’s for you.

12 Maj 28min

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