The Macro: AI Is Eating Search, and Nobody Knows How to Monetize It
Here is the advertising industry’s biggest unsolved problem: people are moving their questions from search engines to AI chatbots, and there is no monetization layer for the new interface. When you search for “best hotels in Tokyo” on a search engine, you see sponsored results, shopping ads, and a local pack with paid placements. When you ask Claude or ChatGPT the same question, you get a clean text response with no ads, no monetization, and no revenue for the developer who built the AI interface you are using.
This is not a small shift. Projections suggest that up to 50% of search volume could migrate to AI interfaces by 2028. That represents a potential $1.3 trillion advertising market that currently has no infrastructure, no ad exchange, and no SDK that developers can drop into their AI applications to start generating revenue.
The traditional display ad model does not translate. Nobody wants banner ads in a chatbot. Pop-ups in a conversational interface would be absurd. Pre-roll video before your AI response loads is a joke (although I am sure someone will try it). The entire visual vocabulary of digital advertising was designed for web pages and mobile apps. AI chatbots are a fundamentally different interaction model.
This leaves AI developers in a bind. Most AI applications are expensive to run because inference costs are real and growing. The standard monetization approach is subscriptions, but subscription fatigue is setting in across the industry. Users are reluctant to pay $20 per month for every AI tool they use. Freemium models bleed money because the free tier costs real compute dollars. Ad-supported tiers could solve the economics, but the ad infrastructure does not exist yet.
The companies trying to figure this out are mostly the big platforms themselves, and their incentives are complicated. Search engine advertising is a massive existing revenue stream that AI threatens to cannibalize. Building a great ad product for AI chatbots means accelerating the decline of the search ad product. That is a tension that creates an opening for independent players.
The Micro: Amazon Ads Meets Meta Ads Meets Y Combinator
Bishesh Khadka built Imprezia after spending time at the intersection of AI and advertising at the largest scale imaginable. At Amazon Ads, he led ad pricing systems responsible for over $1 billion in annual recurring revenue. At Meta Ads, he launched LLM-based ad optimizations that generated more than 10 billion impressions. He is an MIT CS graduate from 2018. The team is three people, based in San Francisco. They came through Y Combinator’s Summer 2025 batch.
That background matters because Imprezia is not a research project wondering whether ads in AI could work. It is built by someone who has already operated ad systems at planetary scale and understands the mechanics of pricing, targeting, relevance, and revenue optimization.
The product works like this. A developer integrates Imprezia’s SDK into their AI application with a single line of code. When a user asks a question, Imprezia’s system determines whether a contextually relevant brand mention can be woven into the response. If a user asks about luxury hotels in Tokyo, the response might mention the Park Hyatt Tokyo. If the context does not support a natural brand mention, nothing happens. No ads appear.
This is contextual advertising in its purest form. No user tracking. No behavioral targeting. No cookies. Just matching the right brand to the right conversational moment. The model is closer to how product placement works in films and television than how display advertising works on the web. The brand appears because it is relevant to the conversation, not because a tracking pixel followed you across the internet.
The monetization model for developers is clean. Revenue is generated per impression or click, and it sits alongside existing pricing tiers rather than replacing them. Imprezia positions this as a way to make free tiers sustainable. Your paid plans stay untouched. Your free users generate ad revenue that covers their inference costs. That is a compelling pitch to any AI developer currently subsidizing free users out of their runway.
The positioning as “The Intent Exchange for AI” is deliberate. In a chatbot conversation, every user message is a signal of intent. “Find me a flight to Paris” is not a vague browse. It is a specific, high-intent query. That kind of intent data is extraordinarily valuable to advertisers, and Imprezia is building the exchange layer that connects it to brands.
The Verdict
I think Imprezia is early to what will become an enormous market. The shift from search to AI interfaces is real. The monetization gap is real. The developer need for sustainable unit economics on free tiers is real. Khadka has the right background to build this, and the product design is thoughtful in ways that matter: contextual rather than intrusive, SDK-based rather than requiring deep integration, additive to existing pricing rather than disruptive.
The risk is timing. If AI interfaces have not captured enough market share by the time Imprezia needs to show serious revenue, the ad inventory might be too thin to attract major brands. There is also the question of whether users will accept brand mentions in AI conversations or whether it will feel like a betrayal of the “clean, unbiased AI” promise. The answer probably depends on execution: done well, it feels like a helpful recommendation. Done poorly, it feels like sponsored content masquerading as advice.
Thirty days, I want to see how many AI developers have integrated the SDK and what the early impression volumes look like. Sixty days, whether major brands are buying inventory or whether it is all long-tail advertisers testing the waters. Ninety days, the critical question is CPM rates. If Imprezia can command search-ad-level CPMs because the intent signals are that strong, this is a breakout company. If the CPMs look more like display advertising, the math gets harder. The market is there. The founder is credible. Now it is about proving the economics.