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Upland Software, Inc., a leader in AI-powered knowledge and content management software, has appointed Sean Nathaniel as Chief Executive Officer, effective May 1, 2026. Jack McDonald, who founded the company in 2010 and has served as Chairman and CEO since inception, will continue as Chairman of the Board.
Nathaniel returns to Upland after serving in leadership roles from 2013 to 2020, including Chief Technology Officer and Executive Vice President of Workflow Automation Solutions. He was part of the executive team during the company’s 2014 initial public offering. Most recently, he served as President and CEO of DryvIQ, a provider of AI-driven unstructured data management solutions.
Nathaniel’s return leverages his deep familiarity with Upland’s technology and market, combined with recent executive leadership in AI-centric data solutions. His expertise at the intersection of AI and enterprise content aligns with Upland’s strategic direction.
“Sean is the right person to lead and accelerate Upland’s continued AI transformation,” said McDonald. “He helped build the company from the ground up and has developed deep expertise at the intersection of AI and enterprise content, which is exactly where Upland’s future lies.”
“Enterprises are sitting on a massive amount of knowledge, content, and data, but until it’s contextualized, governed, and trusted, it can’t effectively power AI. That’s exactly what Upland solves,” said Nathaniel. “As CEO, my priority will be to ensure Upland serves as a core intelligence layer for the agentic enterprise, enabling customers to unlock the full value of their knowledge, content, and data as they scale AI and agent-driven operating models.”
This leadership change reinforces Upland’s commitment to helping enterprises harness unstructured data and content as trusted foundations for AI initiatives, while maintaining focus on workflow automation, compliance, and enhanced user experiences.
About Upland Software
Upland Software, Inc is a leader in AI-powered knowledge and content management software. Upland’s solutions help enterprises unlock critical knowledge, automate content workflows, and drive measurable ROI — enhancing customer and employee experiences while supporting regulatory compliance. More than 1,100 enterprise customers rely on Upland to solve complex challenges and provide a trusted path for AI adoption.
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