Upland Software (UPLD) AI Stock Analysis

• Market Cap: $52.94M
• Dividend Yield: N/A
• Average Volume (3M): 200.91K
• Price to Earnings (P/E): ―
• Beta (1Y): 2.10
• Revenue Growth: -12.09%
• EPS Growth: 62.51%
• Country: US
• Employees: 998
• Sector: Technology
• Sector Strength: 97
• Industry: Software - Application
• EPS (TTM): 0.15
• Shares Outstanding: 28,772,095
• 10 Day Avg. Volume: 209,175
• 30 Day Avg. Volume: 200,911
• PEG Ratio: N/A
• Price to Book (P/B): 0.00
• Price to Sales (P/S): 0.00
• P/FCF Ratio: 0.00
• Enterprise Value/Market Cap: 7.53
• Enterprise Value/Revenue: 1.50
• Enterprise Value/Gross Profit: 2.26
• Enterprise Value/Ebitda: 38.61
• 1Y Price Target: $3.50
• Price Target Upside: 85.19% Upside
• Rating Consensus: Moderate Buy
• Number of Analyst Covering: 4

• Rating: 50 Neutral
• Price Target: $2.00 ▲(5.82% Upside)

Upland Software's overall stock score is primarily impacted by its weak financial performance, characterized by declining revenues and high leverage. While the technical analysis and valuation present concerns, recent positive signals from the earnings call and strategic corporate events provide some support. However, the path to sustained growth and profitability remains uncertain.

Positive Factors

Business Strategy

The divestiture of the mobile messaging business allows for a focus on continued organic improvement.

Debt Management

Upland is gradually accelerating organic growth, improving margins, paying down debt, and driving better product cohesion.

Financial Performance

Upland reported better-than-expected upside to revenue and EPS as the company continues to streamline the business.

Negative Factors

Customer Growth

Customer adds remain relatively weak versus recent trends.

Macroeconomic Environment

Upland is winning fewer deals in a more scrutinized macroeconomic environment.

Revenue Challenges

Revenue declines are expected to extend into future years on divestitures and sunset revenue.

Upland Software Business Overview & Revenue Model

Company Description

Upland Software, Inc. provides cloud-based enterprise work management software in the United States, the United Kingdom, Canada, and internationally. It offers a family of software applications under the Upland brand in the areas of marketing, sales, contact center, project management, information technology, business operations, and human resources and legal. The company also provides professional services, such as implementation, data extraction, integration and configuration, and training services, as well as customer support services. It serves large global corporations, various government agencies, and small and medium-sized businesses, as well as financial, consulting, technology, manufacturing, media, telecommunication, political, healthcare, life sciences, retail and hospitality, and non-profit industries through direct and indirect sales organizations. The company was formerly known as Silverback Enterprise Group, Inc. and changed its name to Upland Software, Inc. in November 2013. Upland Software, Inc. was incorporated in 2010 and is headquartered in Austin, Texas.

How the Company Makes Money

Upland Software generates revenue primarily through a subscription-based model, offering its software solutions on a recurring basis to businesses. This model allows the company to secure consistent, predictable revenue streams from its customer base. Key revenue streams include subscription fees for its cloud-based applications, which are typically charged on a monthly or annual basis. Additionally, Upland earns revenue from professional services, such as implementation and consulting, which help clients effectively deploy and utilize their software solutions. The company also benefits from upselling and cross-selling opportunities within its existing customer base, expanding the use of its products. Strategic partnerships with other technology providers and integrations with various platforms further enhance Upland's offerings, contributing to its overall earnings growth.

Upland Software Financial Statement Overview

Summary

Upland Software struggles with profitability and leverage, as evidenced by negative net income, a declining revenue trend, and a heavily leveraged balance sheet. However, consistent positive operating cash flows indicate some financial stability.

Income Statement

The income statement indicates challenges with profitability, as reflected in negative EBIT and net income figures over multiple periods. The gross profit margin is relatively stable, but declining revenues and negative growth rates highlight a concerning trend. The recent TTM data shows a slight improvement in EBITDA, but overall margins remain under pressure.

Balance Sheet

The balance sheet shows a weak financial position, with negative stockholders' equity in the latest TTM data, indicating potential solvency risks. The high debt-to-equity ratio and negative equity ratio highlight significant leverage concerns. The declining asset base and increasing liabilities further exacerbate financial stability issues.

Cash Flow

Cash flow statements reveal some positive aspects, such as consistent positive operating cash flows and free cash flow over recent periods. However, the overall cash flow growth is limited, and high financing cash outflows signal potential liquidity challenges. The operating cash flow to net income ratio is favorable, suggesting effective cash management despite profitability issues.

Breakdown	TTM	Dec 2024	Dec 2023	Dec 2022	Dec 2021	Dec 2020
Income Statement
Total Revenue	265.90M	274.79M	297.85M	317.30M	302.02M	291.78M
Gross Profit	176.43M	193.70M	201.49M	213.56M	202.56M	193.33M
EBITDA	10.33M	-46.17M	-96.99M	15.14M	18.00M	22.04M
Net Income	-43.89M	-112.73M	-179.87M	-68.41M	-58.21M	-51.22M
Balance Sheet
Total Assets	456.97M	529.52M	870.02M	1.11B	1.03B	1.01B
Cash, Cash Equivalents and Short-Term Investments	33.70M	56.43M	236.56M	248.65M	189.16M	250.03M
Total Debt	259.42M	291.96M	480.62M	523.13M	528.65M	533.30M
Total Liabilities	370.13M	424.60M	626.09M	692.30M	712.72M	704.61M
Stockholders Equity	-37.82M	104.92M	243.93M	421.16M	316.29M	306.62M
Cash Flow
Free Cash Flow	26.30M	23.36M	48.72M	29.11M	40.62M	34.30M
Operating Cash Flow	27.42M	24.24M	49.94M	29.98M	41.74M	35.62M
Investing Cash Flow	3.09M	-882.00K	-1.22M	-63.22M	-93.53M	-68.97M
Financing Cash Flow	-227.43M	-202.31M	-61.38M	94.15M	-8.18M	107.90M

Upland Software Technical Analysis

• Technical Analysis Sentiment: Negative
• Last Price: 1.89
• 50DMA: Negative
• 100DMA: Negative
• 200DMA: Negative
• MACD: Positive
• RSI: Neutral
• STOCH: Positive

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 1.89 is below the 20-day moving average (MA) of 2.02, below the 50-day MA of 1.93, and below the 200-day MA of 2.97, indicating a bearish trend. The MACD of -0.03 indicates Positive momentum. The RSI at 45.53 is Neutral, neither overbought nor oversold. The STOCH value of 10.23 is Positive, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Negative sentiment for UPLD.

Upland Software Peers Comparison

Name	Overall Rating	Market Cap	P/E Ratio	ROE	Dividend Yield	Revenue Growth	EPS Growth
RSSS	59 Neutral	$89.59M	―	-30.88%	―	14.85%	-460.91%
Sector *	57 Neutral	HK$14.39B	9.63	-0.60%	4.41%	7.06%	-38.12%
UPLD	50 Neutral	$52.94M	―	-208.78%	―	-12.09%	62.51%
DUOT	50 Neutral	$121.53M	―	-189.13%	―	89.27%	26.30%
LPSN	46 Neutral	$90.53M	―	-137.76%	―	-24.89%	-72.84%
TROO	―	$90.04M	―		―	―	―
PSQH	48 Neutral	$90.17M	―	-269.26%	―	93.83%	23.31%

Upland Software Corporate Events

Upland Software Secures New $240 Million Loan Agreement

On July 25, 2025, Upland Software entered into a Credit Agreement with Sound Point Capital, establishing a new $240 million senior secured term loan and a $30 million revolving credit facility, both maturing in 2031. This refinancing enhances Upland’s financial flexibility, allowing further investment in their AI-powered solutions and supporting long-term growth, as stated by CEO Jack McDonald.

The most recent analyst rating on (UPLD) stock is a Sell with a $1.75 price target. To see the full list of analyst forecasts on Upland Software stock, see the UPLD Stock Forecast page.

Upland Software Announces Leadership Transition Plans

Karen Cummings, President and COO of Upland Software, will retire on July 31, 2025, with no disagreements cited. Daniel Doman will assume the role of Chief Product and Operating Officer on August 1, 2025, while CEO John T. McDonald will also take on the role of President.

The most recent analyst rating on (UPLD) stock is a Sell with a $1.75 price target. To see the full list of analyst forecasts on Upland Software stock, see the UPLD Stock Forecast page.

Upland Software Holds Annual Meeting, Elects Directors

On June 4, 2025, Upland Software held its Annual Meeting at its Austin, Texas offices, where stockholders voted on key proposals. The meeting saw the election of three Class II directors, the ratification of Ernst & Young, LLP as the independent auditor for the fiscal year ending December 31, 2025, and the approval of executive compensation on an advisory basis. These decisions reflect the company’s ongoing governance and operational strategies, impacting its leadership structure and financial oversight.

The most recent analyst rating on (UPLD) stock is a Sell with a $1.75 price target. To see the full list of analyst forecasts on Upland Software stock, see the UPLD Stock Forecast page.