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PolyAI, Taboola, Contentful and Docusign are 2026 Digiday Technology Awards winners

This year’s Digiday Technology Awards honor the companies embracing AI and automation tools to enhance personalized experiences, enable precise targeting and drive performance across platforms and channels. Winners are also integrating advanced e-commerce technologies and focusing on integrated measurement and analytics solutions that unveil deeper performance tracking. In the Best AI Tool…

The 2026 Digiday Technology Awards recognize companies that leverage AI and automation to create personalized experiences, improve targeting, and boost performance across various platforms and channels. Among the winners, PolyAI stands out in the Best AI Tool category. PolyAI, serving hundreds of enterprises worldwide in 75 languages and 25 countries, was honored for its agentic dialog platform.

SafeRide Health utilized PolyAI's technology through an AI agent named Steven, which autonomously handles member authentication, ride bookings, and other services. Steven's implementation has led to significant improvements, managing over 80% of inbound calls and reducing human intervention rates from 55% to just 2%. This has resulted in a 47,000-hour saving for the company's agents, enhancing patient service efficiency.

Taboola's founder, Adam Singolda, was awarded Technology Founder of the Year for his innovative project, DeeperDive. Launched in 2025, DeeperDive delivers conversational AI experiences based on publishers' original journalism, tailored to reader behavior. This tool has been integrated by publishers like Gannett and The Independent, resulting in a 200% increase in revenue per user, with minimal impact on existing revenues.

Written by urgent.news from Digiday's reporting — not their text. Machine-written — may contain errors; check the original before relying on it.

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