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Upland Software (UPLD)
NASDAQ:UPLD
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Upland Software (UPLD) AI Stock Analysis

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UPLD

Upland Software

(NASDAQ:UPLD)

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Neutral 45 (OpenAI - 5.2)
Rating:45Neutral
Price Target:
$5.00
▲(21.95% Upside)
Action:Reiterated
Date:07/22/26
The score is held down primarily by contracting revenue, continued net losses, and a pressured balance sheet with high leverage, despite strong gross margins and positive free cash flow. Technicals also remain weak with bearish momentum and the stock trading below key moving averages. The CFO appointment is a modest positive, but valuation support is limited given negative earnings and no dividend data.
Positive Factors
Recurring SaaS revenue & installed base
Upland’s core SaaS subscription model and a >1,100 enterprise-customer installed base create predictable recurring revenue and durable cross-sell opportunities. Over 2–6 months this supports retention, smooths cash conversion and provides a platform to upsell AI-enabled modules to existing clients.
Negative Factors
Revenue contraction
Sustained revenue decline weakens scale economics and limits leverage of fixed-cost software infrastructure. Over several months this undermines growth-driven FCF expansion, constrains R&D and go-to-market spend needed for AI product adoption, and raises the bar to return to consistent top-line growth.
Read all positive and negative factors
Positive Factors
Negative Factors
Recurring SaaS revenue & installed base
Upland’s core SaaS subscription model and a >1,100 enterprise-customer installed base create predictable recurring revenue and durable cross-sell opportunities. Over 2–6 months this supports retention, smooths cash conversion and provides a platform to upsell AI-enabled modules to existing clients.
Read all positive factors

Upland Software (UPLD) vs. SPDR S&P 500 ETF (SPY)

Upland Software Business Overview & Revenue Model

Company Description
Upland Software, Inc. delivers cloud-hosted enterprise work management solutions to a global clientele, with significant operations across the United States, the United Kingdom, and Canada. The company's portfolio features a family of Upland-brand...
How the Company Makes Money
Upland Software makes money primarily by selling subscriptions to its cloud-based software products. Customers typically pay recurring fees (often monthly or annually) to access and use Upland’s applications, which drives the company’s subscriptio...

Upland Software Earnings Call Summary

Earnings Call Date:Mar 03, 2026
(Q4-2025)
|
% Change Since: |
Next Earnings Date:Oct 29, 2026
Earnings Call Sentiment Neutral
The call conveyed a mixed but balanced message: strong margin expansion, solid free cash flow performance, product validation, and a strategic refocus on AI-enabled knowledge and content management are clear positives. However, meaningful revenue declines (primarily from prior divestitures), flat organic growth and disappointing Q4 bookings, and elevated leverage represent tangible near-term challenges. Management provided clear guidance and a leadership transition intended to sharpen AI/product execution, but execution risk remains as the company seeks to convert pipeline into growth.
Positive Updates
Strong Q4 Adjusted EBITDA and Margin Expansion
Q4 2025 adjusted EBITDA was $15.3M with an adjusted EBITDA margin of 31%. This represents a material improvement versus the prior-year quarter (up from 22% in Q4 2024, ~+900 basis points) and is part of a multi-year margin expansion trend (management noted margins expanded from ~20% in 2024 to ~27% in 2025).
Negative Updates
Flat Core Organic Growth and Disappointing Q4 Bookings
Core organic growth rate was flat in Q4 2025 (management cited a tough comparison to Q4 2024). Management stated they were 'a little bit disappointed' in Q4 bookings and noted new customer adds were flat year-over-year while majors and expansions were down year-over-year (complicated by divestitures).
Read all updates
Q4-2025 Updates
Negative
Strong Q4 Adjusted EBITDA and Margin Expansion
Q4 2025 adjusted EBITDA was $15.3M with an adjusted EBITDA margin of 31%. This represents a material improvement versus the prior-year quarter (up from 22% in Q4 2024, ~+900 basis points) and is part of a multi-year margin expansion trend (management noted margins expanded from ~20% in 2024 to ~27% in 2025).
Read all positive updates
Company Guidance
For Q1 (ending 03/31/2026) management guided reported total revenue of $47.0M–$50.0M (subscription & support $44.8M–$47.3M), a 24% year-over-year decline at the midpoint driven primarily by 2025 divestitures, with adjusted EBITDA of $11.9M–$13.4M (midpoint down ~3% y/y) and an adjusted EBITDA margin of 26% at the midpoint (up 500 basis points from 21% in the year-ago quarter). For full-year 2026 they forecast reported total revenue of $194.2M–$206.2M (subscription & support guided at $103.6M–$193.7M), a midpoint decline of 8% y/y, adjusted EBITDA of $52.6M–$58.6M (midpoint down ~4% y/y) and a 28% adjusted EBITDA margin at the midpoint (up 100 bps vs. 27% in 2025); management also reiterated a 2026 core organic growth target of 1%–2%, a free cash flow target around $20M (after generating $24.4M in FCF in 2025), and noted year-end net debt of ~ $290M (cash ~$29M) with 3.6x trailing adjusted EBITDA leverage.

Upland Software Financial Statement Overview

Summary
Overall fundamentals are mixed: revenue is contracting (TTM -6.9%) and the company is still unprofitable (net margin ~-7%), while leverage is elevated (debt-to-equity ~2.95x) and returns on equity are strongly negative. Offsetting these risks, profitability has improved (TTM EBIT margin ~3% with ~76% gross margins) and free cash flow remains positive (~$22.1M), providing some financial cushion.
Income Statement
34
Negative
Balance Sheet
28
Negative
Cash Flow
62
Positive
BreakdownTTMDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue201.91M216.88M274.79M297.85M317.30M302.02M
Gross Profit153.27M135.27M193.70M201.49M213.56M202.56M
EBITDA29.61M9.25M-46.17M-91.70M15.14M18.00M
Net Income-14.29M-38.90M-112.73M-179.87M-68.41M-58.21M
Balance Sheet
Total Assets402.66M413.18M529.52M870.02M1.11B1.03B
Cash, Cash Equivalents and Short-Term Investments29.78M29.40M56.43M236.56M248.65M189.16M
Total Debt230.28M235.19M291.96M480.62M523.13M528.65M
Total Liabilities324.47M332.47M424.60M626.09M692.30M712.72M
Stockholders Equity78.19M80.71M104.92M243.93M421.16M316.29M
Cash Flow
Free Cash Flow22.09M24.45M23.36M48.72M29.11M40.62M
Operating Cash Flow23.10M25.80M24.24M49.94M29.98M41.74M
Investing Cash Flow5.11M8.80M-882.00K-1.22M-63.22M-93.53M
Financing Cash Flow-33.83M-63.45M-202.31M-61.38M94.15M-8.18M

Upland Software Technical Analysis

Technical Analysis Sentiment
Negative
Last Price4.10
Price Trends
50DMA
5.79
Negative
100DMA
6.28
Negative
200DMA
10.71
Negative
Market Momentum
MACD
-0.30
Negative
RSI
44.48
Neutral
STOCH
40.68
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For UPLD, the sentiment is Negative. The current price of 4.1 is below the 20-day moving average (MA) of 4.76, below the 50-day MA of 5.79, and below the 200-day MA of 10.71, indicating a bearish trend. The MACD of -0.30 indicates Negative momentum. The RSI at 44.48 is Neutral, neither overbought nor oversold. The STOCH value of 40.68 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Negative sentiment for UPLD.

Upland Software Risk Analysis

Upland Software disclosed 49 risk factors in its most recent earnings report. Upland Software reported the most risks in the "Finance & Corporate" category.
Finance & Corporate - Financial and accounting risks. Risks related to the execution of corporate activity and strategy
Latest Risks Added 0 New Risks

Upland Software Peers Comparison

Overall Rating
UnderperformOutperform
Sector (61)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
61
Neutral
$37.18B12.37-10.20%1.83%8.50%-7.62%
50
Neutral
$21.83M-0.25137.78%-19.19%67.48%
50
Neutral
$43.14M-3.84-11.23%-18.57%38.84%
46
Neutral
$72.18M>-0.01-60.08%617.83%-107.08%
45
Neutral
$12.80M-0.62-29.25%-24.58%59.16%
45
Neutral
$97.25M-3.9380.95%24.21%72.85%
41
Neutral
$17.76M-0.76-135.31%
* Technology Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
UPLD
Upland Software
4.56
-15.44
-77.20%
LPSN
Liveperson
2.19
-11.13
-83.55%
PHUN
Phunware
2.18
-0.53
-19.56%
NXTT
Next Technology Holding
0.11
-389.89
-99.97%
RDZN
Roadzen Inc
1.23
0.06
5.13%
YXT
YXT.COM Group Holding Limited Sponsored ADR
2.94
-5.19
-63.82%

Upland Software Corporate Events

Business Operations and StrategyExecutive/Board Changes
Upland Software Appoints Jennifer Simon as New CFO
Positive
Jul 21, 2026
On July 17, 2026, Upland Software’s board appointed veteran finance executive Jennifer Simon as Chief Financial Officer, effective August 17, 2026, succeeding founding team member Mike Hill, who is retiring. Simon, a CPA with more than two d...
Executive/Board ChangesRegulatory Filings and Compliance
Upland Software Announces CFO Retirement and Interim Successor
Neutral
Jul 7, 2026
Upland Software, Inc. announced that Chief Financial Officer Michael D. Hill notified its board on June 30, 2026, of his decision to retire, effective July 27, 2026, with the company stating his departure did not stem from any disagreement over op...
Executive/Board ChangesRegulatory Filings and ComplianceShareholder MeetingsStock Split
Upland Software Shareholders Approve Reverse Stock Split Plan
Neutral
Jun 4, 2026
Upland Software’s shareholders approved a 1-for-10 reverse stock split of the company’s common stock, with the related certificate of amendment filed in Delaware on June 3, 2026 and scheduled to take effect at 12:01 a.m. Eastern on Jun...
Glossary
BuyA stock rated as a "Buy" is expected to perform better than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock is likely to deliver higher returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
HoldA stock rated as a "Hold" is expected to perform in line with the overall market or a specific benchmark. This rating indicates that the stock is neither particularly compelling nor unfavorable for investment. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
SellA stock rated as a "Sell" is expected to perform worse than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock may deliver lower returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.

Disclaimer

This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.Date of analysis: Jul 22, 2026