DiscoverMasters of ScaleGaryVee on how to make Super Bowl ads that are actually funny
GaryVee on how to make Super Bowl ads that are actually funny

GaryVee on how to make Super Bowl ads that are actually funny

Update: 2026-02-071
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This podcast explores business scaling through delegation using platforms like Upwork, and the critical role of alignment in growing companies, highlighted by Atlassian's Teamwork Collection. Gary Vaynerchuk discusses the creative process behind a Super Bowl ad, asserting social media's dominance over traditional media due to its "social surround sound" strategy. He also touches on advertising risks, the strategic advantages of social media advertising with its cost-effectiveness and data-driven pivots, and the evolving marketing budgets towards social strategies. The impact of pain on brand strategy, the rise of AI-generated ads and their associated stigma (likened to early online dating), and key trends for CMOs like social creative and live shopping are examined. Finally, advice for entry-level professionals in the AI era emphasizes humility, proximity to industry, and willingness to learn.

Outlines

00:00:00
Scaling Through Delegation and Alignment

Founders can achieve significant scaling by delegating tasks to freelance talent via platforms like Upwork. As companies grow, alignment becomes more critical than ambition, with tools like Atlassian's Teamwork Collection aiding team synchronization and collaboration.

00:01:23
Social Media Dominance and Advertising Strategies

Gary Vaynerchuk discusses the creative process behind a Super Bowl ad, emphasizing social media's superior reach over traditional media through a "social surround sound" strategy. He contrasts social media advertising's cost-effectiveness and data-driven approach with traditional ads, while also noting risks in major campaigns and the evolving marketing budgets towards social.

00:08:03
AI, Stigma, and Future Marketing Trends

The emergence of AI-generated ads outperforming human-produced ones is discussed, alongside the societal stigma hindering their adoption, compared to early online dating. Key trends for CMOs include social creative's impact on search and the rise of live social shopping. Advice for entry-level professionals in the AI age focuses on humility, industry proximity, and learning.

Keywords

Upwork


A global freelancing platform enabling businesses to scale by outsourcing tasks to skilled professionals across various fields.

Atlassian Teamwork Collection


An AI-powered platform designed to enhance team alignment, collaboration, and progress tracking in scaling companies.

Social Surround Sound


A marketing strategy focused on creating a pervasive brand presence through integrated efforts across multiple social media platforms.

AI-Generated Ads


Advertisements created by artificial intelligence, offering cost-effectiveness and scalability but currently facing societal stigma.

Live Social Shopping


The integration of live streaming with e-commerce on social media, allowing real-time purchasing and representing a significant growth area.

Stigma


Negative perceptions or societal disapproval that can hinder the adoption of new technologies or practices, such as AI-generated ads.

Q&A

  • How can founders effectively scale their businesses?

    Founders can scale by realizing they don't have to do everything themselves. Utilizing platforms like Upwork to find and delegate tasks to freelance talent across various domains allows for more focused growth.

  • What is the significance of alignment in a scaling company?

    Alignment becomes crucial as a company scales, often more so than ambition. Tools like Atlassian's Teamwork Collection help teams synchronize their work with business goals, improving efficiency and collaboration.

  • Why are brands hesitant to use AI-generated ads, despite their potential?

    Brands are hesitant due to a societal stigma surrounding AI, similar to the early days of online dating. There's a fear of public backlash and losing market share if they adopt AI-generated content too early.

  • What are the two key trends CMOs should focus on for future success?

    CMOs should prioritize social creative's impact on search engine results and the burgeoning trend of live social shopping, which is transforming e-commerce on social media platforms.

  • What advice is given to young professionals entering the job market in the age of AI?

    The advice is to be willing to work for minimal compensation, get as close as possible to the industry or company you aspire to join, and maintain humility. This proximity offers invaluable learning and networking opportunities.

Show Notes

Gary Vaynerchuk of VaynerMedia has produced more than a dozen Super Bowl ads for brands. In 2026, his hilarious "Will Shat" spot for Kellogg's Raisin Bran features actor William Shatner with a fiber-forward message. He talked with Jeff Berman about the bold ad, how marketing is changing, big brands' delayed embrace of social media, and more.

Masters of Scale weekly newsletter: https://mastersofscale.com/newsletter/

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GaryVee on how to make Super Bowl ads that are actually funny

GaryVee on how to make Super Bowl ads that are actually funny