Upland Software Inc. Common Stock (UPLD)

FairStock Score: 28/100 — RISKY

Key Financials

AI Analysis

AI-generated, general educational analysis — not personal investment advice.

As a Buffett-and-Graham-style investor, I start with the business. Upland provides AI-powered knowledge and content management software, which can be sticky, but the numbers show no durable moat: revenue fell from $297.9M in FY2023 (year ended 2023-12-31) to $274.8M in FY2024 and $216.9M in FY2025. Net losses persist: -$179.9M, -$112.7M, and -$38.9M in those years. The loss narrowed in FY2025, and FairStock notes profit growth of 95.24%, but there is still no profit. In fiscal Q2 2026 (quarter ended 2026-06-30), revenue was $49.1M and net income was -$35.3M, or diluted EPS -$12.53—a severe setback. The balance sheet worries me: D/E is 5.34, Altman Z is -2.49, and ROE is -58.02%. Against the $3.12 close on 2026-10-13, market cap is only $9.2M, while trailing free cash flow is $24.7M, a FairStock FCF yield of 267.9%. That looks astonishingly cheap on cash flow, but EV/EBITDA is 16.27, so the enterprise is not cheap once debt is included. Piotroski is 5/9 and FairStock score is 28/100. FairStock’s Lynch category is none because it lost money in each of the last four years. I see a leveraged, shrinking software company with positive cash flow but no margin of safety in earnings. Price may attract speculation, but Graham would demand evidence of durable profits and a sturdier balance sheet before calling it a value.

In plain English: Upland Software sells business software that helps companies organize knowledge and documents. The business looks weak: sales have been shrinking, it has lost money for years, and it carries a lot of debt. At $3.12 a share, the price is tiny compared with its yearly cash flow, but the losses and debt make it hard to call the stock clearly cheap.

The full AI analysis, bull and bear case and key monitorables are in FairStock Pro.

Data as of 2026-10-13 close · note generated 2026-10-15 · model deepseek-flash

Sources (SEC EDGAR): fiscal Q2 2026 10-Q (period ended 2026-06-30) · fiscal Q1 2026 10-Q (period ended 2026-03-31) · fiscal Q3 2025 10-Q (period ended 2025-09-30) · fiscal Q2 2025 10-Q (period ended 2025-06-30) · FY2025 10-K (period ended 2025-12-31) · FY2024 10-K (period ended 2024-12-31) · FY2023 10-K (period ended 2023-12-31)

Fundamentals from company filings and market-data providers; prices are end-of-day, not real-time. AI-generated analysis is general and educational — not personal investment advice. Scoring methodology · Score test · Disclaimer