DiscoverLikely Marketing#103: Chat-vertising: Why AI Ads Aren’t Clicking (Yet)
#103: Chat-vertising: Why AI Ads Aren’t Clicking (Yet)

#103: Chat-vertising: Why AI Ads Aren’t Clicking (Yet)

Update: 2025-09-22
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Chat-vertising is here—but is it working?

In this episode, we dive into the rise of AI chat ads—from Perplexity’s sponsored follow-up questions to Google’s AI Overviews and Microsoft’s Copilot Showroom ads. While Google pushes forward, Perplexity has hit pause, raising a big question: Can advertising inside AI chats actually work?

We explore:

  • Why Perplexity pulled back on ads
  • How Google and Microsoft are shaping the future of AI-driven advertising
  • The challenges of chat-vertising: user trust, UX, and conversions
  • What marketers should do now to prepare


🎧 Join us as we uncover whether AI chat ads will transform marketing—or remain an experiment.


(00:00 ) Intro

(01:20 ) Perplexity’s pivot from ad enthusiasm to hitting pause button on ads

(03:19 ) How are Google and others bringing ads to their AI products?

(05:39 ) What makes ‘chat-vertising’ hard to implement?

(11:06 ) What can AI platforms do to make ‘chat-vertising’ viable?

(14:43 ) How can marketers prepare for the ‘chat-vertising’ future, today?

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#103: Chat-vertising: Why AI Ads Aren’t Clicking (Yet)

#103: Chat-vertising: Why AI Ads Aren’t Clicking (Yet)

Shivendra Lal