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Adam Singolda
CEO & Founder, Taboola

POSSIBLE: Taboola CEO Adam Singolda Explains its AI Tools DeeperDive, Realize

📅 Jun 15, 2026 New York Stock Exchange 14 MIN 14 VIEWS 29 SEGMENTS · 2 SPEAKERS

What Adam Singolda said

Written from the verified transcript and checked against it. Every figure links to the moment it was said.

Adam Singolda, CEO of Taboola, discussed the company's AI tools at the Possible conference in Miami. He highlighted Deeper Dive, launched in September 2025, as a ChatGPT-like engine for the open web, used by 15-20% of visitors on partner sites like USA Today and Huffington Post. He noted strong advertiser performance, calling it Taboola's number one ad placement. Singolda also introduced Realize Plus, an agentic advertising tool, and a Claude skill launched three days prior, allowing users to manage campaigns via Claude. He discussed CTV partnerships with Paramount and LG, aiming to connect TV ads to performance. He emphasized the need for publishers to embrace AI and predicted most of the internet will have an answer engine within a year.

Key takeaways

  1. Deeper Dive, launched September 2025, is used by 15-20% of visitors on partner sites, a conversion rate far above typical web products.
  2. Realize Plus is an agentic advertising tool that automates campaign creation and management for Taboola advertisers.
  3. Taboola launched a Claude skill three days ago, enabling users to manage open web advertising through Claude.
  4. Taboola partnered with Paramount and LG to connect TV ads to performance, with LG covering 250 million devices.
  5. Singolda predicts most of the internet will have an AI answer engine within a year, hoping it will be Deeper Dive.

Numbers and commitments

FigureWhat it refers toTypeAt
15% to 20% Share of visitors using Deeper Dive on partner sites metric 1:13
1% to 2% Typical usage rate for web products metric 1:13
10%, 15%, 20% Chance a user reads one more article after Deeper Dive answer metric 3:43
10,000 employees Employees at USA Today all-hands meeting metric 4:42
$200 Cost of Claude subscription mentioned price 8:34
250 million devices LG devices covered by partnership metric 11:05

Chapters

  1. 0:00Introduction and Purpose of Possible
  2. 1:13Deeper Dive Launch and Performance
  3. 4:42Publisher Feedback and AI Adoption
  4. 6:22Agentic Advertising and Claude Skill
  5. 7:21Realize Plus and Automation
  6. 8:34Industry Disruption and Data Advantage
  7. 10:43CTV Partnerships and Performance
  8. 13:39Closing Advice and Call to Action

Questions asked in this interview

6
  1. 0:32I know. What brings you to Possible?
  2. 1:04Obviously, generative AI when it comes to search and this new engine called Deeper Dive. What more can you share?
  3. 3:04How is Deeper Dive, this generative AI search tool, different from the experience of going to a publisher?
  4. 4:37Okay, so before we get to that, what's the feedback that you're getting from publishers on Deeper Dive?
  5. 8:34People ask me, do you think by next year it's going to be like that?
  6. 13:36Any other learnings that you can share with our audience, Adam?
Adam Singolda 0:00 ↗
If you're not waking up in the morning and the first thing you do is take your coffee and go to your office or computer and see how the prompt from last night ended, you're missing out.
Interviewer 0:19 ↗
We're here at Possible in Miami at the NYC Speakers Corner and I'm pleased to be joined by the CEO of Taboola, Adam Singolda. Adam, welcome.
Adam Singolda 0:27 ↗
Thanks for having me. This is great to see you again. Great to see you here, especially in Miami.
Interviewer 0:32 ↗
I know. What brings you to Possible?
Adam Singolda 0:34 ↗
It's a lot of quality time with really senior people. We get to meet, socialize, and come up with ideas. I think the comparable is probably Cannes Lions, but it's a bigger schlep. I go to that too, but this is really effective, productive, and a lot of people are here. It's getting bigger. I don't know if it's getting too big. This hotel is mayhem. I tried to get an elevator, but it's really working. It's really good.
Interviewer 1:04 ↗
And let's talk about the latest and greatest at Taboola. Obviously, generative AI when it comes to search and this new engine called Deeper Dive. What more can you share?
Adam Singolda 1:13 ↗
It's interesting to see how there's so much change in an industry. It's almost hard to catch up because by the time you're catching up, something new has been introduced. Deeper Dive, which we launched in September of last year, is growing really fast. It's essentially our version of ChatGPT but for the open web. So if you know what you want and you go to ChatGPT, you can ask a question, but when you go to the open web, a lot of the time in the context of trying to learn something, I want to take a trip with my family, I want to buy a product, or I have a healthcare thing on my mind. ChatGPT is a good quickie: I ask a question, I get an answer, but it's not giving me the material I need to really be educated on the topic. So we launched Deeper Dive. You can go to USA Today, Huffington Post, or Nextstar, which is a huge broadcaster, and many of these great sites. You can ask a question in your own language, you get the short answer you expect as a consumer, but then you get articles and videos to read that are relevant to what you wanted to learn about, and through that you get educated. You can ask a follow-up question. The performance is something I've never seen in my time doing this. Traditionally, people use web products about 1% to 2% of people come and try things. This is one in six people, so 15% to 20% of people are using Deeper Dive. People love chatting and conversing with publishers. I'm really excited. I think there's going to be a whole new revolution of how we consume the internet, which will be much more conversational and different from what we see from Gemini and ChatGPT, because consumers, when it comes to important decisions, need journalism, the open web, they need a human point of view about something.
Interviewer 3:04 ↗
How is Deeper Dive, this generative AI search tool, different from the experience of going to a publisher?
Adam Singolda 3:10 ↗
Today, if you go to a publisher, the traditional experience is there's a homepage, I may click on something to read an article, I may read one more article, but that's what we've been doing for the last 30 years. We used to have a site search, it's still there, but it's not really being used. With Deeper Dive, I can ask any question in my own language. I don't have to be searching, I don't have to be discovering. I can ask it in any way that's on my mind. Let's take an example. I like the Knicks.
Interviewer 3:38 ↗
Yes.
Adam Singolda 3:39 ↗
There's a very important game tonight at 8:00 p.m. which we're obviously going to win.
Interviewer 3:43 ↗
Yes.
Adam Singolda 3:43 ↗
So I can go to USA Today and say, 'What are the chances the Knicks win the championship? There's a big game tonight. What do you think?' And it will give me a very brief answer, but then it will say, 'Here are seven things you should read about it.' The performance of that is unbelievable. The chances I read one more thing is 10%, 15%, 20%. So people are really leaned in. And for advertisers, we show an ad as part of the search results, like Google does, and the performance for advertisers is our number one ad placement as a company, and we are a two-plus billion dollar revenue company. To see something that works so well for advertisers is exciting. I think as we see here at Possible, the advertising community is eager to know about AI monetization, what's going on, where is it going?

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Cite this transcript

APA, MLA, BibTeX
APA

Singolda, A. (2026, June 15). POSSIBLE: Taboola CEO Adam Singolda Explains its AI Tools DeeperDive, Realize [Interview transcript]. New York Stock Exchange. CEOInterviews.AI. https://ceointerviews.ai/interview/987781/

MLA

Adam Singolda. "POSSIBLE: Taboola CEO Adam Singolda Explains its AI Tools DeeperDive, Realize." New York Stock Exchange, 15 Jun. 2026. Transcript, CEOInterviews.AI, https://ceointerviews.ai/interview/987781/.

BibTeX
@misc{singolda2026_987781,
  author       = {Adam Singolda},
  title        = {POSSIBLE: Taboola CEO Adam Singolda Explains its AI Tools DeeperDive, Realize},
  howpublished = {Interview transcript, New York Stock Exchange. CEOInterviews.AI},
  year         = {2026},
  month        = {jun},
  url          = {https://ceointerviews.ai/interview/987781/},
  note         = {Speaker-attributed transcript with timestamps}
}