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

PolyAI won the Best AI Tool category at the 2026 Digiday Technology Awards, where SafeRide Health's deployment of PolyAI's agentic dialog platform agent Steven now handles more than 80% of inbound calls, cutting speak-to-human rates from 55% to 2% and saving 47,000 agent hours. Taboola founder and CEO Adam Singolda was named Technology Founder of the Year for DeeperDive, a conversational AI platform launched in 2025 with publisher partners including Gannett, The Independent and USA Today, whose users generate nearly three times more revenue per user. Contentful and Docusign won Best Personalization & A/B Testing Platform after Docusign replaced its legacy CMS and launched tailored homepages for 20 audience segments, reaching 6.19 million monthly active profiles and testing more than 20 audiences across 7,000 pages in 14 languages by March 2026.

by read4 min views1 publishedSep 22, 2026
PolyAI, Taboola, Contentful and Docusign are 2026 Digiday Technology Awards winners
Image: Digiday (auto-discovered)

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 category, PolyAI — which serves hundreds of enterprises across 75 languages and 25 countries — is recognized as the winner. SafeRide Health deployed Steven, an AI agent built on PolyAI’s agentic dialog platform, to autonomously handle member authentication, ride bookings, cancellations and modifications. Steven now manages more than 80% of inbound calls, cutting speak-to-human rates from 55% to 2% and saving 47,000 agent hours while accelerating patient service. Steven has become a core part of how SafeRide operates.

Adam Singolda, founder and CEO of Taboola, was named Technology Founder of the Year. Singolda and Taboola launched DeeperDive in 2025 to give publishers a conversational AI experience built on their own journalism. The platform uses reader behavior to deliver relevant answers while keeping audiences and revenue on publisher sites. Partnerships with Gannett, The Independent and other publishers drove adoption, while USA Today integrated reader questions into newsroom workflows. DeeperDive users generate nearly three times more revenue per user, with minimal cannibalization of existing revenue.

In the Best Personalization & A/B Testing Platform, Contentful and Docusign earned the win. Contentful helped Docusign replace its legacy CMS with a scalable platform for personalized digital experiences. Using Contentful Personalization, Docusign launched tailored homepages for 20 audience segments without developer support, incorporating firmographic and intent data. The approach expanded audience insights, accelerated content localization and enabled continuous experimentation. By March 2026, Docusign reached 6.19 million monthly active profiles and tested more than 20 audiences across 7,000 pages in 14 languages.

Explore all the 2026 Digiday Technology Awards winners below.

Best Affiliate Marketing Platform

The CJ Platform

Best Agentic AI Tool – NEW

Search Atlas: The First Agentic AI Marketing Platform

Best AI Platform

WRITER & Qualcomm: A New Standard for Brand Excellence

Best AI Tool

PolyAI & SafeRide: The AI agent America’s patients call

Best Alternative Identification Technology

Seedtag and Qatar Tourism: Privacy-First Global Campaign

Best Attribution Tool

Kroger Precision Marketing – PrecisionView 360

Best Automation Tools and/or Platform

ThisIsWhyWithGoogle

Best Buy-Side Programmatic Platform

Viant’s Ad Platform Redefines CTV as a Growth Engine

Best Content Creation Platform

Digiday Media & RHEI – Global Launch of Made for Creators

Best Content Management System

Lastmile Retail – Leading Enterprise-Grade Local Marketing

Best Content Marketing Platform

Celtra

Best Creator Marketing Platform

Influencity

Best Customer Data Platform

swsh x Rolling Stone

Best Data Management Platform

Optable & Unity – Unlocking Brand Demand for 256M Gamers

Best Data Team

Rise

Best Digital Out-of-Home Advertising Technology

HOPE Hydration

Best E-Commerce Technology Postscript and Aloha Collection: Shopper AI

The First Agentic Storefront by SwapBest Event Platform

Cvent Event-Led Growth at Scale

Best In-Store Technology

Endear & GANNI: Driving In-Store Sales Best Interactive Content Platform

Kaltura Agentic Avatar

Best Location Data Platform

Simpli.fi Turns Location Data Into Measurable Store VisitsBest Marketing Analytics Platform

Realtor.com achieves 300% ROI with Knotch

Best Marketing Automation Platform

Omnisend: Ecommerce Email & SMS Marketing Platform

Best Measurement Solution

Mastercard Media Measurement

Best Mobile Marketing Platform

Adjust & Virgin Mobile UAE – Mobile Marketing

Best Monetization Platform for Publishers

Transmit

Best Native Advertising Platform

beehiiv ad network

Best Partner Clean Room

Vault Data Clean Room

Best Personalization & A/B Testing Platform

Contentful x Docusign: Personalization at Scale

Best Sales Enablement Platform

Seismic Enablement Cloud

Best Sell-Side Programmatic Platform

Intent IQ’s Bid Enhancement for ID-less MonetizationBest SEO Platform

Semrush One – Semrush, an Adobe company

Best Subscription Platform

Subtext SMS Platform Powers Subscriber Engagement & Growth

Best Sustainable Ad Tech Platform

DanAds & Tripadvisor – Eco-Rewards in Ad Express

Best Video Advertising Platform

TransmitBest Video Management Platform

Cloudinary Video Platform

Technology Founder of the Year

Adam Singolda – Taboola

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