Observed Signal · Sep 22, 2026 · Awards · Source: Digiday · Impact: 1/5 · Sentiment: Positive
PolyAI, Taboola, Contentful, Docusign Win 2026 Digiday Tech Awards
The 2026 Digiday Technology Awards recognized companies leveraging AI and automation to enhance personalized experiences, targeting, and performance. PolyAI won Best AI Tool for its agentic dialog platform, which powers SafeRide Health's AI agent 'Steven', reducing speak-to-human rates from 55% to 2%. Taboola's Adam Singolda was named Technology Founder of the Year for launching DeeperDive, a conversational AI platform for publishers. Contentful and Docusign won Best Personalization & A/B Testing Platform, with Docusign using Contentful Personalization to launch tailored homepages across 20 audience segments, reaching 6.19 million monthly active profiles by March 2026. The awards span categories like affiliate marketing, agentic AI, CDPs, and clean rooms.
Awards announcement recognizing various ad tech and martech innovations; moderate relevance but not a major industry-shifting event.
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Key Takeaways & Evidence Grounding
- PolyAI won Best AI Tool for its agentic dialog platform, with SafeRide Health's AI agent 'Steven' managing 80% of inbound calls.
- Adam Singolda, founder and CEO of Taboola, was named Technology Founder of the Year for DeeperDive.
- DeeperDive generates nearly three times more revenue per user for publishers.
- Contentful and Docusign won Best Personalization & A/B Testing Platform.
- Docusign reached 6.19 million monthly active profiles by March 2026 using Contentful Personalization.
Connected Companies & Entities
5 Entities mapped“PolyAI — which serves hundreds of enterprises across 75 languages and 25 countries — is recognized as the winner....”
“Contentful and Docusign earned the win for Best Personalization & A/B Testing Platform....”
“Adam Singolda, founder and CEO of Taboola, was named Technology Founder of the Year....”
“Contentful helped Docusign replace its legacy CMS with a scalable platform for personalized digital experiences....”
“Partnerships with Gannett, The Independent and other publishers drove adoption....”
Ontology Mapping & Concepts
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