Taboola Opens Its AI Monetization Engine to Chatbots and Virtual Assistants

Taboola, best known for powering native advertising on publisher sites, is making a structural move into the generative AI monetization space — one that could reshape how conversational AI platforms generate revenue.

The company announced it is opening the monetization infrastructure behind DeeperDive, its AI-powered answer engine, to other generative AI companies: providers of chatbots, virtual assistants, and conversational AI platforms.

How DeeperDive Works

DeeperDive was originally built as an AI answer engine for publishers. Embedded across multiple publishing platforms, it transforms editorial content into interactive, conversational experiences — allowing readers to explore stories in depth while generating advertising revenue through AI-driven interactions.

The engine is powered by Realize, Taboola’s performance advertising platform, which connects demand from tens of thousands of advertisers with high-intent user queries. The system uses large language models, retrieval systems, and Taboola’s ad demand infrastructure to match relevant commercial content with conversational context.

The intent-based model is direct: a user asking an AI platform about purchasing a home could be shown a relevant mortgage advertisement — without disrupting the conversational flow.

The Market Opportunity

Taboola’s expansion reflects a broader industry challenge: generative AI platforms handle enormous volumes of high-intent queries but lack established monetization models. By extending DeeperDive to third-party AI platforms, Taboola is positioning its ad infrastructure as the monetization layer for the conversational web.

Key Takeaways

• Taboola is extending DeeperDive’s ad monetization infrastructure beyond publishers to chatbots and conversational AI platforms.
• The model matches advertiser demand to high-intent user queries without disrupting conversational UX.
• This move signals a potential new standard for how generative AI companies generate revenue from user interactions.

Read the full article on Social Samosa.