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Upland Software, Inc. (UPLD) Stock Fundamental Analysis & AI Rating 2026

UPLD Nasdaq Services-Prepackaged Software TX CIK: 0001505155
Recently Updated • Analysis: Apr 18, 2026 • SEC Data: 2025-12-31
SELL
88% Conf
Pending
Analysis scheduled

📊 UPLD Key Takeaways

Revenue: $216.9M
Net Margin: -17.9%
Free Cash Flow: $24.4M
Current Ratio: 0.80x
Debt/Equity: N/A
EPS: $-1.56
AI Rating: SELL with 88% confidence
Upland Software, Inc. (UPLD) receives a SELL rating with 88% confidence from our AI fundamental analysis based on SEC 10-K filings. With revenue of $216.9M, net profit margin of -17.9%, Upland Software, Inc. demonstrates mixed fundamentals in the Technology sector. Below is our complete UPLD stock analysis for 2026.

Is Upland Software, Inc. (UPLD) a Good Investment?

Claude

Upland Software faces critical financial distress with negative stockholders' equity of -$48.4M, a severe 21.1% revenue decline, and $38.9M net losses, indicating deteriorating business fundamentals. While the company maintains a strong 74.8% gross margin and generates positive free cash flow of $24.4M, the combination of negative equity, high debt burden of $232.4M, and sub-1.0x current ratio creates substantial solvency and liquidity risks. Revenue stabilization and rapid return to profitability are essential; current trajectory suggests further deterioration without operational turnaround.

Why Buy Upland Software, Inc. Stock? UPLD Key Strengths

Claude
  • + Strong gross margin of 74.8% demonstrates core product profitability and pricing power
  • + Positive operating cash flow of $25.8M and free cash flow of $24.4M (11.3% margin) indicate underlying cash generation despite accounting losses
  • + Net losses improved 62.2% YoY, suggesting management actions to reduce burn rate

UPLD Stock Risks: Upland Software, Inc. Investment Risks

Claude
  • ! Negative stockholders' equity of -$48.4M indicates technical insolvency with minimal financial flexibility or covenant cushion
  • ! Revenue collapsed 21.1% YoY to $216.9M—signals potential customer losses, market share deterioration, or product-market fit issues
  • ! Current ratio of 0.80x and quick ratio of 0.80x indicate liquidity stress and potential difficulty servicing $232.4M debt
  • ! Operating margin of only 2.0% despite 74.8% gross margin reveals severe cost structure problems and uncontrolled SG&A expenses
  • ! Debt service obligations unsustainable without revenue recovery; default risk elevated given negative equity buffer

Key Metrics to Watch

Claude
  • * Quarterly revenue trend and YoY growth rate—must stabilize to arrest debt spiral
  • * Operating margin expansion—demonstrates cost discipline and path to profitability
  • * Customer retention rate and net revenue retention—key leading indicator of business stability
  • * Debt covenant compliance and liquidity runway—critical to assess refinancing risk
  • * Operating cash flow consistency—verify $25.8M is sustainable and not one-time positive

Upland Software, Inc. (UPLD) Financial Metrics & Key Ratios

Revenue
$216.9M
Net Income
$-38.9M
EPS (Diluted)
$-1.56
Free Cash Flow
$24.4M
Total Assets
$413.2M
Cash Position
$29.4M

💡 AI Analyst Insight

The current ratio below 1.0x warrants monitoring of short-term liquidity.

UPLD Profit Margin, ROE & Profitability Analysis

Gross Margin 74.8%
Operating Margin 2.0%
Net Margin -17.9%
ROE N/A
ROA -9.4%
FCF Margin 11.3%

UPLD vs Technology Sector: How Upland Software, Inc. Compares

How Upland Software, Inc. compares to Technology sector averages

Net Margin
UPLD -17.9%
vs
Sector Avg 18.0%
UPLD Sector
ROE
UPLD 0.0%
vs
Sector Avg 22.0%
UPLD Sector
Current Ratio
UPLD 0.8x
vs
Sector Avg 2.5x
UPLD Sector
Debt/Equity
UPLD 0.0x
vs
Sector Avg 0.5x
UPLD Sector

Sector benchmarks are approximate industry averages. Actual sector performance may vary.

Is Upland Software, Inc. Stock Overvalued? UPLD Valuation Analysis 2026

Based on fundamental analysis, Upland Software, Inc. has mixed fundamental signals relative to the Technology sector in 2026.

Return on Equity
N/A
Sector avg: 22%
Net Profit Margin
-17.9%
Sector avg: 18%
Revenue Growth
N/A
Year-over-year
Debt/Equity
N/A
Sector avg: 0.5x

Note: This is a fundamental analysis based on SEC filings. For P/E ratio, price targets, and market-based valuation, consult financial data providers. This is not investment advice.

Upland Software, Inc. Balance Sheet: UPLD Debt, Cash & Liquidity

Current Ratio
0.80x
Quick Ratio
0.80x
Debt/Equity
N/A
Debt/Assets
80.5%
Interest Coverage
N/A
Long-term Debt
$232.4M

UPLD Revenue & Earnings Growth: 5-Year Financial Trend

UPLD 5-year financial data: Year 2021: Revenue $302.0M, Net Income -$45.4M, EPS $-1.96. Year 2022: Revenue $317.3M, Net Income -$51.2M, EPS $-1.92. Year 2023: Revenue $317.3M, Net Income -$58.2M, EPS $-1.92. Year 2024: Revenue $317.3M, Net Income -$68.4M, EPS $-2.23. Year 2025: Revenue $297.9M, Net Income -$179.9M, EPS $-5.77.
Revenue
Net Income
EPS (right axis)

5-Year Trend Summary: Upland Software, Inc.'s revenue has remained relatively flat over the 5-year period, with a 1% decline. The most recent EPS of $-5.77 indicates the company is currently unprofitable.

UPLD Revenue Growth, EPS Growth & YoY Performance

Revenue Growth
N/A
Year-over-year
Net Income Growth
N/A
Year-over-year
EPS Growth
N/A
Earnings per share
FCF Margin
11.3%
Free cash flow / Revenue

UPLD Quarterly Earnings & Performance

Quarterly financial performance data for Upland Software, Inc. including revenue, net income, and earnings per share.
Quarter Revenue Net Income EPS
Q3 2025 $50.5M -$1.1M $-0.09
Q2 2025 $53.4M -$11.4M $-0.47
Q1 2025 $63.7M -$25.8M $-0.97
Q3 2024 $66.7M -$1.7M $-0.12
Q2 2024 $69.3M -$11.4M $-0.47
Q1 2024 $70.7M -$96.1M $-3.37
Q3 2023 $74.1M -$6.5M $-0.22
Q2 2023 $74.5M -$15.1M $-0.51

Data sourced from SEC EDGAR 10-Q quarterly filings. Figures may represent quarterly or cumulative values.

Upland Software, Inc. Dividends, Buybacks & Capital Allocation

Operating Cash Flow
$25.8M
Cash generated from operations
Capital Expenditures
$1.4M
Investment in assets
Dividends
None
No dividend program

UPLD SEC Filings: Latest 10-K & 10-Q Analysis

Access official SEC EDGAR filings for Upland Software, Inc. (CIK: 0001505155)

📋 Recent SEC Filings

Date Form Document Action
Apr 10, 2026 8-K upld-20260407.htm View →
Mar 17, 2026 4 xslF345X05/wk-form4_1773779622.xml View →
Mar 17, 2026 4 xslF345X05/wk-form4_1773779509.xml View →
Mar 17, 2026 4 xslF345X05/wk-form4_1773779428.xml View →
Mar 13, 2026 8-K upld-20260309.htm View →

Frequently Asked Questions about UPLD

What is the AI rating for UPLD?

Upland Software, Inc. (UPLD) has an AI rating of SELL with 88% confidence, based on fundamental analysis of SEC EDGAR filings.

What are UPLD's key strengths?

Claude: Strong gross margin of 74.8% demonstrates core product profitability and pricing power. Positive operating cash flow of $25.8M and free cash flow of $24.4M (11.3% margin) indicate underlying cash generation despite accounting losses.

What are the risks of investing in UPLD?

Claude: Negative stockholders' equity of -$48.4M indicates technical insolvency with minimal financial flexibility or covenant cushion. Revenue collapsed 21.1% YoY to $216.9M—signals potential customer losses, market share deterioration, or product-market fit issues.

What is UPLD's revenue and growth?

Upland Software, Inc. reported revenue of $216.9M.

Does UPLD pay dividends?

Upland Software, Inc. does not currently pay dividends.

Where can I find UPLD SEC filings?

Official SEC filings for Upland Software, Inc. (CIK: 0001505155) including 10-K, 10-Q, and 8-K reports are available on SEC EDGAR.

What is UPLD's EPS?

Upland Software, Inc. has a diluted EPS of $-1.56.

How is the AI analysis conducted?

Two independent AI systems — Claude (Anthropic) and ChatGPT (OpenAI) — analyze SEC EDGAR filings including 10-K annual reports and 10-Q quarterly reports. Each AI evaluates financial health, profitability ratios, balance sheet strength, and growth metrics. The combined rating reflects both perspectives for balanced insights.

Is UPLD a good stock to buy right now?

Based on our AI fundamental analysis in April 2026, Upland Software, Inc. has a SELL rating with 88% confidence. Review the strengths and risks sections above before making a decision. This is not investment advice.

Is UPLD stock overvalued or undervalued?

Valuation metrics for UPLD: ROE of N/A (sector avg: 22%), net margin of -17.9% (sector avg: 18%). Compare these metrics with sector averages to assess valuation.

Should I buy UPLD stock in 2026?

Our dual AI analysis gives Upland Software, Inc. a combined SELL rating for 2026. Revenue is data pending, with profitability at or below sector average. Always conduct your own research.

What is UPLD's free cash flow?

Upland Software, Inc.'s operating cash flow is $25.8M, with capital expenditures of $1.4M. FCF margin is 11.3%.

How does UPLD compare to other Technology stocks?

Vs Technology sector averages: Net margin -17.9% (avg: 18%), ROE N/A (avg: 22%), current ratio 0.80 (avg: 2.5).

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Disclaimer: This analysis is generated by Claude AI (Anthropic) and ChatGPT (OpenAI) based on publicly available SEC EDGAR filings. It does not include stock price data and should not be considered financial advice. All fundamental data is sourced from SEC public domain filings. Always conduct your own research and consult with a qualified financial advisor before making investment decisions.
Data Source: SEC EDGAR | Analysis Date: Apr 18, 2026 | Data as of: 2025-12-31 | Powered by Claude AI