GARY VEE!! 🤯 Stupidest Marketing Move! ➕ How to WIN on Social! w/Gary Vaynerchuk | Ep. 398 episode artwork

EPISODE · Aug 19, 2025 · 34 MIN

GARY VEE!! 🤯 Stupidest Marketing Move! ➕ How to WIN on Social! w/Gary Vaynerchuk | Ep. 398

from Do This, NOT That: Marketing Tips with Jay Schwedelson

Sometimes Jay Schwedelson gets into consultant mode, and with Gary Vaynerchuk in the hot seat, it turns into pure gold. This conversation is part marketing therapy session, part culture playbook, and part Knicks nostalgia trip. From why boosting bad creative is like lighting money on fire, to how brands should actually ride viral waves without getting lost in them, Gary breaks it all down with his trademark intensity. If you’ve ever wondered where branding ends and sales begins, or how to play the long game in the new era of “interest media,” this is one you’ll want to hear all the way through.ㅤCheck out Gary Vaynerchuk’s book Day Trading Attention for a practical breakdown of today’s most effective content formats, explore more of his work at garyvaynerchuk.com, or follow him on Instagram for his latest insights.ㅤBest Moments:(03:14) Gary calls boosting underperforming posts the single stupidest thing in marketing(05:11) The nuance of “jab, jab, jab, right hook” and why entitlement ruins the ask(07:12) How to sample your own winning content and turn it into conversion gold(09:45) Why last-touch attribution is total garbage and branding gets lost in the math(15:22) Gary imagines going full suit-and-tie just to flip culture on its head(18:00) Why niche passion beats follower count in today’s “interest media”(23:03) The PAC framework: platforms, algorithms, culture as the real marketing playbook(28:12) The difference between viral micro-moments and long-term cultural movements(30:54) Knicks heartbreak in ’94 and why Ewing and Mason still matterㅤPartner with Jay: https://www.jayschwedelson.com/contactㅤCheck out Jay Schwedelson's new book: Stupider People Have Done It All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤCheck out Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!

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GARY VEE!! 🤯 Stupidest Marketing Move! ➕ How to WIN on Social! w/Gary Vaynerchuk | Ep. 398

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This episode was published on August 19, 2025.

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