Upland Software Publishes CEO Letter

Upland Software, Inc, a provider of enterprise intelligence that turns knowledge, content, and data into actionable AI-powered outcomes, today issued a letter to shareholders from President and Chief Executive Officer Sean Nathaniel.

Under new leadership, Upland is focusing investment on near-term, AI-powered growth opportunities where it sees clear AI tailwinds and competitive advantage, specifically in its knowledge and content automation solutions. The Company is simultaneously pursuing sharper capital allocation across the Company, driving greater efficiency to support investment behind those growth opportunities while also strengthening cash flow generation and reducing debt.

“We believe we have an advantage most AI entrants spend years trying to build, an installed base of more than 1,100 enterprise customers who trust us to power their AI journey rather than be displaced by it,” said Nathaniel. “That AI tailwind is real for Upland today, not a future promise; we believe our knowledge and content automation solutions, in particular, are critical to enabling enterprise AI journeys. We’re seeing this as we draw upon our years of domain expertise to both expand within existing customers and onboard new customers in the specific vertical segments where we believe we have proven differentiation and right to win.”

“Beyond where we are investing, we are just as disciplined about where we are not,” said Nathaniel. “Across the rest of the business, we are driving efficiency to fund that growth, expand margins, and generate the free cash flow needed to support deleveraging and long-term shareholder value creation.”

The Company expects to report full second quarter results consistent with previously issued guidance ranges, along with an updated outlook for the third quarter and full year, by mid-August 2026.

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