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Upland Software’s third quarter was marked by a sharp year-on-year revenue decline, reflecting the impact of earlier divestitures, yet the company reported results slightly ahead of Wall Street’s revenue expectations. Management attributed the quarter’s performance to progress in core organic growth, strong adjusted EBITDA margins, and new large-scale customer wins in its AI-powered product suite. CEO Jack McDonald pointed specifically to multimillion-dollar agreements with major technology and pharmaceutical companies and highlighted early signs that Upland’s intensified focus on enterprise AI adoption and product innovation is yielding results.
Is now the time to buy UPLD? Find out in our full research report (it’s free for active Edge members).
Upland Software (UPLD) Q3 CY2025 Highlights:
While we enjoy listening to the management's commentary, our favorite part of earnings calls are the analyst questions. Those are unscripted and can often highlight topics that management teams would rather avoid or topics where the answer is complicated. Here is what has caught our attention.
Our Top 5 Analyst Questions From Upland Software’s Q3 Earnings Call
Catalysts in Upcoming Quarters
In the coming quarters, our analysts will be watching (1) the pace of AI product adoption among large enterprise customers, (2) the impact of further product portfolio streamlining on both growth and margins, and (3) the success of new sales strategies and channel partnerships in driving large-deal momentum. Additionally, the company’s ability to sustain high customer retention and manage the transition away from perpetual license revenue will be critical signposts for ongoing performance.
Upland Software currently trades at $1.77, down from $1.90 just before the earnings. In the wake of this quarter, is it a buy or sell? The answer lies in our full research report (it’s free for active Edge members).
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What Happened?
Shares of cloud software provider Upland Software jumped 8.7% in the afternoon session after the stock's positive momentum continued as the company reported third-quarter results that surpassed Wall Street's revenue and profit expectations. The company's non-GAAP profit of $0.30 per share came in 73.1% above what analysts had forecasted. Management pointed to progress in core organic growth, strong adjusted EBITDA margins, and new large-scale customer wins as reasons for the strong performance. Specifically, the company's CEO noted multimillion-dollar deals with major technology and pharmaceutical companies for its AI-powered product suite.
Is now the time to buy Upland Software? Access our full analysis report here.
What Is The Market Telling Us
Upland Software’s shares are extremely volatile and have had 61 moves greater than 5% over the last year. In that context, today’s move indicates the market considers this news meaningful but not something that would fundamentally change its perception of the business.
The previous big move we wrote about was 6 days ago when the stock dropped 2.9% on the news that markets became increasingly wary of high valuations following a significant AI-driven rally.
The tech-heavy Nasdaq fell approximately 1.4% as a wave of caution swept through the market. A key example of this trend is Palantir Technologies, which saw its shares drop around 7% despite reporting record quarterly results that surpassed analyst estimates and raising its full-year revenue outlook. This seemingly contradictory movement highlighted a broader sentiment shift. Investors appeared to be engaging in profit-taking, concerned that the recent surge in AI-related stocks had led to stretched valuations. This broader market caution affected high-growth technology companies that had previously surged on AI optimism but faced increased scrutiny, signaling a potential cooling-off period for the sector. Adding serious weight to this caution, leadership at both Goldman Sachs and Morgan Stanley highlighted the possibility of a correction in the equity markets over the next couple of years.Despite the euphoria driven by AI optimism and the promise of future rate cuts, these banks viewed this cooling-off period not as a disaster, but as a necessary and healthy feature of a long-term bull market.
Upland Software is down 58.1% since the beginning of the year, and at $1.88 per share, it is trading 64.7% below its 52-week high of $5.31 from December 2024. Investors who bought $1,000 worth of Upland Software’s shares 5 years ago would now be looking at an investment worth $45.85.
P.S. In tech investing, "Gorillas" are the rare companies that dominate their markets—like Microsoft and Apple did decades ago. Today, the next Gorilla is emerging in AI-powered enterprise software. Access the ticker here in our special report.

Cloud software provider Upland Software beat Wall Street’s revenue expectations in Q3 CY2025, but sales fell by 24.2% year on year to $50.53 million. On the other hand, next quarter’s revenue guidance of $49.4 million was less impressive, coming in 2.7% below analysts’ estimates. Its non-GAAP profit of $0.30 per share was 73.1% above analysts’ consensus estimates.
Is now the time to buy UPLD? Find out in our full research report (it’s free for active Edge members).
Upland Software (UPLD) Q3 CY2025 Highlights:
StockStory’s Take
Upland Software’s third quarter was marked by a sharp year-on-year revenue decline, reflecting the impact of earlier divestitures, yet the company reported results slightly ahead of Wall Street’s revenue expectations. Management attributed the quarter’s performance to progress in core organic growth, strong adjusted EBITDA margins, and new large-scale customer wins in its AI-powered product suite. CEO Jack McDonald pointed specifically to multimillion-dollar agreements with major technology and pharmaceutical companies and highlighted early signs that Upland’s intensified focus on enterprise AI adoption and product innovation is yielding results.
Looking ahead, Upland Software’s guidance reflects a cautious outlook, with revenue expectations for the next quarter falling below analyst consensus. Management emphasized ongoing investment in product development and AI integration, while also noting the influence of lower perpetual license revenue on forecasts. CFO Michael Hill stated, “Our product portfolio is now much more focused around the KCM [Knowledge and Content Management] market,” and reiterated that future growth will rely on expanding large deals and maintaining high customer retention, even as the company faces headwinds from recent divestitures.
Key Insights from Management’s Remarks
Management credited the quarter’s operational improvements and focused product strategy for driving margin expansion and core deal momentum, despite the revenue decline from divestitures.
Drivers of Future Performance
Upland’s outlook is shaped by its ongoing shift to AI-driven products, tighter portfolio focus, and margin expansion through operational discipline.
Catalysts in Upcoming Quarters
In the coming quarters, our analysts will be watching (1) the pace of AI product adoption among large enterprise customers, (2) the impact of further product portfolio streamlining on both growth and margins, and (3) the success of new sales strategies and channel partnerships in driving large-deal momentum. Additionally, the company’s ability to sustain high customer retention and manage the transition away from perpetual license revenue will be critical signposts for ongoing performance.
Upland Software currently trades at $1.90, in line with $1.90 just before the earnings. Is there an opportunity in the stock?Find out in our full research report (it’s free for active Edge members).
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Q3 2025 revenue declined 24% year-over-year to $50.5 million due to divestitures, but core organic subscription revenue grew 2.6%. Net loss narrowed to $1.1 million, and Adjusted EBITDA improved to $16.0 million. The company completed major divestitures, refinanced debt, and launched a new share repurchase program.
Original document: Upland Software, Inc. [UPLD] SEC 10-Q Quarterly Report — Nov. 6 2025
Q3 results exceeded revenue guidance and met adjusted EBITDA targets, with strong free cash flow and margin expansion. Major new AI-driven deals and product innovation are fueling growth, while divestitures drive a year-over-year revenue decline. Debt refinancing and improved liquidity position the company for continued deleveraging and margin expansion.
Based on Upland Software, Inc. [UPLD] Q3 2025 Audio Transcript — Nov. 6 2025
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