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Research & education only — not financial advice.TENK is not a registered investment adviser; calls are impersonal, generated from SEC filings and a delayed/third-party price feed, and may be wrong or out of date. The operator and an affiliated trading operation may hold or trade the securities TENK rates — see Disclosures. Do your own research.

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Home›Stocks›UPLD
UPLD logo

UPLD

Upland Software, Inc.

Next earnings Jul 29, 2026 · consensus $1.57 EPS, $50.0M rev

Last earnings -2.4% on 2026-05-01

Sell
$4.90
▲ +7.69%
$4.90▼ -72.16%
over 1Y
L $4.04H $29.60
Earnings Dividend Split Congress buy Congress sellGrouped by date · hover a pin to expand
Today+7.7%
1W+13.7%
1M-48.0%
3M-27.1%
YTD-67.3%
1Y-72.2%
OverviewFinancialsValuationQualityTimelineFilings
Rating
Sell
Quality
D
Valuation
Fair value
Filings
Flagged
Sell
Conviction
Horizon
Medium (3–12mo)
12-mo target
$•••
Street · 8 analysts
Buy

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 →

The options angle

model · matches our verdict
Bear put spread~60d expiry
  • Long put 5 @ ~0.98 est
  • Short put 4.5 @ ~0.70 est
debit $28max +$22max −$28BE 4.72

SELL verdict, defined risk: profits into weakness down to the short strike; max loss is the net debit.

Open in the calculator →

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.

Financials · annual, by fiscal year

Line itemFY21FY22FY23FY24FY25
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.

Key statistics

Valuation

Enterprise value$217M
EV / EBITDA5.9
EV / Sales1.0
EV / FCF8.9
P / FCF0.6
PEG (trailing)—
Earnings yield-270.4%
FCF yield169.9%

Quality & risk

ROIC (est.)—
Free cash flow$24.4M
Total debt$232M
Net cash-$203M
Altman Z-Score-1.64 distress
Piotroski F-Score5/9

Capital returns

Buyback yield—
Dividend yield (est.)—
Shareholder yield—
Shares Δ YoY+3.4%

Computed from SEC XBRL annual figures + the current quote. EV and ROIC use long-term + current debt where filed; estimates, not investment advice.

Disclosure timeline

SEC · 8-Ks + reports
Recent disclosure tone has skewed negative — read the flagged items.
  1. 8-K Officer / director change2026-06-04

    Annual meeting: directors elected, bylaw/charter amended, officer change — routine governance

  2. 8-K Earnings results2026-05-01

    Q1 2026: revenue keeps shrinking post-divestitures; still net-loss, negative equity

  3. 10-Q Quarterly report2026-05-01

    Q1 2026: revenue keeps shrinking post-divestitures; still net-loss, negative equity

  4. 8-K Earnings results2026-04-22

    Additional results/operations disclosure furnished (Item 2.02)

  5. DEF 14A Proxy statement2026-04-20

    Annual proxy: board slate, exec comp, auditor ratification — no financial surprise

  6. 8-K Delisting notice2026-04-10

    Nasdaq continued-listing deficiency notice (Item 3.01) — delisting risk with $4.89 stock

  7. 8-K Auditor change2026-03-13

    Change of certifying accountant (auditor switch) disclosed

  8. 8-K Earnings results2026-03-03

    FY25 revenue -21% to $217M as ARR fell to $166M; loss narrowed, equity negative

  9. 10-K Annual report2026-03-03

    FY25 revenue -21% to $217M as ARR fell to $166M; loss narrowed, equity negative

Recent filings

all on EDGAR ↗
4Period ending 2026-06-162026-06-16open ↗4Period ending 2026-06-162026-06-16open ↗4Period ending 2026-06-162026-06-16open ↗4Period ending 2026-06-042026-06-08open ↗S-8Filing2026-06-04open ↗8-KPeriod ending 2026-06-032026-06-04open ↗4Period ending 2026-04-302026-05-04open ↗3Period ending 2026-05-012026-05-04open ↗10-QPeriod ending 2026-03-312026-05-01open ↗8-KPeriod ending 2026-05-012026-05-01open ↗8-KPeriod ending 2026-04-202026-04-22open ↗ARS/APeriod ending 2025-12-312026-04-22open ↗

Quality score

D
ValueGrowthProfitHealthMom.
ValueA+
GrowthC
ProfitabilityF
Financial healthF
MomentumF
  • ✗Revenue growing year-over-year
  • ✗Profitable (positive net income)
  • ✗Net margin above 10%
  • ✓Liabilities below 2× equity
4.0452-week29.60
Revenue
$217M
-21.1% YoY
Net margin
-17.9%
ROE
—
P/E
—

SEC fundamentals · FY 2025

'21'22'23'24'25

■ revenue · ■ net income, by fiscal year

Revenue$217M-21.1%
Net income-$38.9M+65.5%
Gross profit$162M-16.3%
Operating income$4.43M+104.3%
Diluted EPS-$1.56+63.4%
Cash & equivalents$29.4M-47.9%
Total assets$413M-22.0%
Total liabilities$332M-21.7%
Stockholders' equity-$48.4M-164.2%
Gross: 74.8%Op.: 2.0%L/E: -6.87x

Frequently asked

Is Upland Software, Inc. (UPLD) a buy?
UPLD currently carries a Sell rating with 4/5 conviction, derived from its latest SEC filings. Cash-generative but a melting ice cube: ARR down 26%, revenue shrinking, negative equity and $233M debt make cheap P/S a value trap.
What is Upland Software, Inc.'s quality score?
UPLD scores 46.457132538822684/100 (grade D) on a SEC-grounded quality model spanning value, growth, profitability, financial health and momentum.

Sources: SEC EDGAR (CIK 0001505155, latest 10-Q filed 2026-05-01) · EODHD · Proprietary analysis · as of 7/4/2026, 5:17:41 AM.

›About this recommendation — produced by TENK/calls (tenkcalls.com), Luxembourg · not investment advice

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.

Insider activity

Form 4 · SEC
2026-06-16
Hill Michael Douglass
CFO, Treasurer & Secretary
Tax8.93K @ $0.61$5.42K
2026-06-16
Nathaniel Sean
CEO and President
Tax18.6K @ $0.61$11.3K
2026-06-16
Doman Dan
Chief Operating & Product Ofcr
Tax29.5K @ $0.61$17.9K
2026-06-04
Nathaniel Sean
CEO and President
Award500K
2026-04-30
MCDONALD JOHN T
Director
Award250K
2026-03-16
MCDONALD JOHN T
CEO
Tax18.6K @ $0.54$10.0K
2026-03-16
Hill Michael Douglass
CFO, Treasurer & Secretary
Tax8.93K @ $0.54$4.82K
2026-03-16
Doman Dan
Chief Operating & Product Ofcr
Tax33.5K @ $0.54$18.1K

Earnings history

beat/miss · move
2026-05-01Beat +19.3% est▲ +22.03%8-K ↗
2026-04-22Beat +19.3% est▼ -10.47%8-K ↗
2026-03-03Beat +21.9% est▼ -25.03%8-K ↗
2025-11-06Beat +69.7% est▼ -17.31%8-K ↗
2025-07-31Miss -19.8% est▲ +5.13%8-K ↗
2025-05-12—▲ +17.36%8-K ↗

Dates from 8-K (Item 2.02); beat/miss = reported EPS vs consensus (Finnhub, recent quarters); move = prior close → close on/after.

Vs tracked universe

compare →

1195 tracked peers · median

TENK Score46 vs 67
Revenue growth-21.1% vs 7.5%
Net margin-17.9% vs 10.0%
Return on equity— vs 12.0%
P/E— vs 26.2