Pulling SEC filings + quote and writing the call…

Upland Software, Inc.
Next earnings Jul 29, 2026 · consensus $1.57 EPS, $50.0M rev
Last earnings -2.4% on 2026-05-01
Cash-generative but a melting ice cube: ARR down 26%, revenue shrinking, negative equity and $233M debt make cheap P/S a value trap.
Annualized recurring revenue (ARR) $165.9M vs $225.6M prior · FY2025 (Dec 31, 2025)
UPLD is a highly leveraged software roll-up in visible decline. Revenue has fallen four of the last five years — from $317M (FY2022) to $217M (FY2025), a 21% drop last year alone — and the forward picture is worse than the trailing print: management's own key metric, annualized recurring revenue, collapsed from $225.6M to $165.9M year-over-year (-26%) and now sits materially BELOW reported FY2025 revenue of $217M. Because revenue trails the recurring base, and net dollar retention is just 96% (existing customers are shrinking their spend), the top line has further to fall. The 10-K confirms the cause is self-inflicted and ongoing: 'Sunset Assets' and 2025 divestitures of 'certain product lines' that 'reduc[ed] revenue and expense in the near term,' with the explicit warning that more product lines and contracts may be added to the sunset pile. This is a business being actively shrunk, not one troughing.
The balance sheet turns a shrinking business into a fragile one. Stockholders' equity is negative -$48.4M against $225M long-term debt (plus $7.74M current) and only $29.4M cash — down 48% in a year. Accumulated deficit is -$641M and current liabilities ($93.8M) exceed current assets ($75.3M). The equity is a thin, highly-levered residual sitting on top of a large, declining debt load, which makes the stock extremely sensitive to any further ARR erosion or a refinancing at higher rates.
Is UPLD a buy? The one-page verdict, explained →
SELL verdict, defined risk: profits into weakness down to the short strike; max loss is the net debit.
Educational template, not a trade recommendation. Strikes and premiums are Black-Scholes model estimates from the last close and 30-day realized volatility — real chains, spreads and IV will differ. Options involve substantial risk.
| Line item | FY21 | FY22 | FY23 | FY24 | FY25 |
|---|---|---|---|---|---|
| Revenue | $302M | $317M | $298M | $275M | $217M |
| Gross profit | $203M | $214M | $201M | $194M | $162M |
| Operating income | -$34.7M | -$40.2M | -$164M | -$102M | $4.43M |
| Net income | -$58.2M | -$68.4M | -$180M | -$113M | -$38.9M |
| Diluted EPS | -$1.92 | -$2.23 | -$5.77 | -$4.26 | -$1.56 |
| Net margin | -19.3% | -21.6% | -60.4% | -41.0% | -17.9% |
10-year statements — income, cash flow, balance sheet & CSV export →
Annual figures from SEC 10-K XBRL filings. Open the filing links below for full statement detail.
Computed from SEC XBRL annual figures + the current quote. EV and ROIC use long-term + current debt where filed; estimates, not investment advice.
Annual meeting: directors elected, bylaw/charter amended, officer change — routine governance
Q1 2026: revenue keeps shrinking post-divestitures; still net-loss, negative equity
Q1 2026: revenue keeps shrinking post-divestitures; still net-loss, negative equity
Additional results/operations disclosure furnished (Item 2.02)
Annual proxy: board slate, exec comp, auditor ratification — no financial surprise
Nasdaq continued-listing deficiency notice (Item 3.01) — delisting risk with $4.89 stock
Change of certifying accountant (auditor switch) disclosed
FY25 revenue -21% to $217M as ARR fell to $166M; loss narrowed, equity negative
FY25 revenue -21% to $217M as ARR fell to $166M; loss narrowed, equity negative
Sources: SEC EDGAR (CIK 0001505155, latest 10-Q filed 2026-05-01) · EODHD · Proprietary analysis · as of 7/4/2026, 5:17:41 AM.
AI-generated analysis, produced by our proprietary engine from SEC filing data.
Investment recommendation produced by TENK/calls (tenkcalls.com), Luxembourg. Completed Jul 4, 2026, 1:17 AM ET. Ratings & methodology: definitions · All recommendations to date: track record · Conflicts: disclosures. Not investment advice.
Research and education only — not financial advice. TENKis not a registered investment adviser or broker-dealer and gives no personalized advice. Every call is impersonal — identical for all users, generated on a schedule from SEC filings plus a delayed/third-party price feed — may be wrong or out of date, and is not a recommendation to buy or sell any security. The operator and an affiliated trading operation may hold or trade the securities TENK rates; see Disclosures. Past performance does not guarantee future results. Do your own research.
| 2026-06-16 | Hill Michael Douglass CFO, Treasurer & Secretary | Tax | 8.93K @ $0.61 | $5.42K |
| 2026-06-16 | Nathaniel Sean CEO and President | Tax | 18.6K @ $0.61 | $11.3K |
| 2026-06-16 | Doman Dan Chief Operating & Product Ofcr | Tax | 29.5K @ $0.61 | $17.9K |
| 2026-06-04 | Nathaniel Sean CEO and President | Award | 500K | |
| 2026-04-30 | MCDONALD JOHN T Director | Award | 250K | |
| 2026-03-16 | MCDONALD JOHN T CEO | Tax | 18.6K @ $0.54 | $10.0K |
| 2026-03-16 | Hill Michael Douglass CFO, Treasurer & Secretary | Tax | 8.93K @ $0.54 | $4.82K |
| 2026-03-16 | Doman Dan Chief Operating & Product Ofcr | Tax | 33.5K @ $0.54 | $18.1K |
Dates from 8-K (Item 2.02); beat/miss = reported EPS vs consensus (Finnhub, recent quarters); move = prior close → close on/after.
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