Technology · Software - Application
Price
$4.04
Market Cap
$11.9M
Employees
998
Beta
1.36
Avg Volume
32,275
CEO
John T. McDonald
Business Description
Upland Software, Inc. delivers cloud-hosted enterprise work management solutions to a global clientele, with significant operations across the United States, the United Kingdom, and Canada. The company's portfolio features a family of Upland-branded software applications tailored for diverse organizational functions, including marketing, sales, contact centers, project administration, information technology, general business operations, human resources, and legal departments. Complementing its software, Upland offers specialized professional services encompassing implementation, data extraction, integration, configuration, and training, along with ongoing customer support. Its broad customer base ranges from large multinational corporations and governmental bodies to small and medium-sized businesses. Upland strategically serves numerous industries, such as financial services, consulting, technology, manufacturing, media, telecommunications, political organizations, healthcare, life sciences, retail, hospitality, and non-profit sectors, leveraging both direct and indirect sales channels. Incorporated in 2010 and headquartered in Austin, Texas, the company was formerly known as Silverback Enterprise Group, Inc. before rebranding as Upland Software, Inc. in November 2013.
Business History
Price Overview
Last updated: Jun 27, 2026 10:08am (just now)$4.04
-0.27 (-6.26%)
Day Range
$4.04 – $4.33
52-Week Range
$4.04 – $39.10
50-Day MA
$7.08
200-Day MA
$13.27
Volume
53,920.00
Analyst Price Targets
Low
$2.50
Consensus
$14.63
High
$25.00
(4 analysts)
Share Structure
Outstanding
2,936,320.00
Float
2,157,285.00
Free Float
73.5%
Normal free float
— 73.5% of shares trade freely, ~26.5% held by insiders/institutions
Healthy float typical of established companies. Good liquidity for entering and exiting positions without major price impact.
Small absolute float (2.2M shares) — even with a decent free float %, volume can be thin. Check average daily volume before sizing a position.
Price History (1 Year)
Revenue & Net Income Trend
The directional story — useful even when net income is negative.
Revenue
The top line — total sales before any costs or taxes are subtracted. A measure of how much business the company is doing.
Net Income
The bottom line — profit left after subtracting all expenses, interest, and taxes from revenue. Reflects accounting profitability, but includes non-cash items like depreciation, so it isn't the same as cash earned.
Operating Cash Flow
The real cash generated by the day-to-day business — selling products, paying suppliers, collecting from customers. Calculated from net income by adding back non-cash items and adjusting for timing (unpaid bills, unsold inventory). When OCF consistently lags net income, the reported profit may not be converting to real money.
| Period | Revenue | Net Income | Net Margin | YoY/QoQ |
|---|
Key Metrics
API Direct from provider
CALC Derived from statements
P/E Ratio (Price per dollar of earnings)
CALCStock Price / EPS (Diluted)
-0.26
Stock Price: $4.04
EPS (Diluted): -15.60
EPS (Diluted): -15.60
P/B Ratio (Price vs net asset value)
APIStock Price / Book Value Per Share
0.51
Stock Price: $4.04
Total Equity: $80.71M
Shares: 2,861,565
Total Equity: $80.71M
Shares: 2,861,565
EV/EBITDA (Total value vs operating profit)
APIEnterprise Value / EBITDA
7.17
Market Cap: $11.86M
Total Debt: $232.41M
Cash: $29.40M
EBITDA: $9.25M
Total Debt: $232.41M
Cash: $29.40M
EBITDA: $9.25M
Enterprise Value (Takeover price (cap + debt - cash))
APIMarket Cap + Total Debt - Cash
$246.7M
Market Cap: $11.86M
Total Debt: $232.41M
Cash: $29.40M
Total Debt: $232.41M
Cash: $29.40M
P/S Ratio (Price per dollar of revenue)
APIStock Price / Revenue Per Share
0.19
Stock Price: $4.04
Revenue: $216.88M
Shares: 2,861,565
Revenue: $216.88M
Shares: 2,861,565
EV/Sales (Total value vs revenue — works when P/E can't)
API1.14
Gross Margin (Revenue left after direct costs)
APIGross Profit / Revenue
62.4%
Gross Profit: $135.27M
Revenue: $216.88M
Revenue: $216.88M
Operating Margin (Revenue left after all operations)
APIOperating Income / Revenue
7.7%
Operating Income: $16.62M
Revenue: $216.88M
Revenue: $216.88M
Net Margin (Revenue left as actual profit)
APINet Income / Revenue
-17.9%
Net Income: -$38.90M
Revenue: $216.88M
Revenue: $216.88M
ROE (Profit from shareholder equity)
APINet Income / Total Equity
-29.2%
Net Income: -$38.90M
Total Equity: $80.71M
Total Equity: $80.71M
ROIC (Profit from all invested capital)
APINOPAT / Invested Capital
3.3%
Operating Income: $16.62M
Tax Rate: -0.6%
Equity: $80.71M
Total Debt: $232.41M
Cash: $29.40M
Tax Rate: -0.6%
Equity: $80.71M
Total Debt: $232.41M
Cash: $29.40M
Current Ratio (Can it pay short-term bills)
APICurrent Assets / Current Liabilities
0.80
Current Assets: $75.25M
Current Liabilities: $93.76M
Current Liabilities: $93.76M
Debt/Equity (Leverage — debt vs equity)
CALCTotal Debt / Total Equity
2.88
Short-Term Debt: $7.74M
Long-Term Debt: $224.67M
Total Debt: $232.41M
Total Equity: $80.71M
Long-Term Debt: $224.67M
Total Debt: $232.41M
Total Equity: $80.71M
Rev/Share (Top-line per share)
CALCRevenue / Shares Outstanding
$75.79
Revenue: $216.88M
Shares: 2,861,565
Shares: 2,861,565
Book Value/Share (Net assets per share)
CALC(Total Assets - Total Liabilities) / Shares
$28.20
Total Equity: $80.71M
Shares: 2,861,565
Shares: 2,861,565
FCF/Share (Real cash generated per share)
CALC(Operating Cash Flow + CapEx) / Shares
$8.54
Operating CF: $25.80M
CapEx: -$1.35M
Shares: 2,861,565
CapEx: -$1.35M
Shares: 2,861,565
CapEx is negative (outflow) — added to OCF to get FCF
Div Yield (Annual income from holding)
APILast Annual Dividend / Stock Price
0.0%
Last Dividend: N/A
Stock Price: $4.04
Stock Price: $4.04
Payout Ratio (Earnings paid out as dividends)
Dividends Paid / Net Income
—
Dividends Paid: N/A
Net Income: -$38.90M
Net Income: -$38.90M
Dividends paid not available in cash flow statement
Industry Benchmarks
Compares UPLD against LLM-researched typical ranges for its
industry. One research call per industry, cached indefinitely — every stock in the same industry
reuses the same baseline.
Deep Analysis
Pre-flight intelligence scans the company first, then routes to the right analytical methods.
0
Company Classification
— What type of company is this?
1
Industry Landscape
— Where is the industry headed?
2
Company Momentum
— Where is this company trending?
3
Forward Projection
— 1Y & 2Y projected metrics (requires Layer 1 + 2)
4a
DCF Valuation
— Present value of future cash flows
4b
Earnings Power Value
— Floor value — worth with zero growth
4c
Anchored PE
— Industry PE adjusted for growth differential
4d
Reverse DCF
— What growth is the market pricing in?
4e
Revenue-Based DCF
— For growth/narrative companies (skip if mature earner)
4f
Anchored P/S
— Price-to-Sales peer comparison (skip if mature earner)
4g
Scenario Analysis
— Bull / Base / Bear (skip if mature earner)
4h
Dividend Discount Model
— For dividend/income stocks only
4i
Book Value Analysis
— For deep value / turnaround stocks only
4j
Insider Activity
— Are insiders buying or selling?
4f
Cash Flow Quality
— How trustworthy is the FCF?
4g
Debt Maturity Risk
— Can it handle its debt?
4h
Macro Environment
— Rates, market valuation, volatility
4i
Sector Intelligence
— How does this company compare within its sector?
4j
Revenue Confidence
— How reliable is the growth projection?
4k
Sensitivity Analysis
— How fragile is the fair value estimate?
4l
Sector Demand Cycle
— Is the sector in a boom, steady state, or contraction?
5
AI Investigation
— Adaptive research engine (Claude)
5b
Thesis Evaluation
— What does the market believe? (narrative/platform stocks only)
6
Valuation Synthesis
— Weighted verdict from all methods (requires Layer 4)
Income Statement (Annual)
Last updated: Jun 25, 2026 8:01pm (1d ago)| Metric | 2021 | 2022 | 2023 | 2024 | 2025 |
|---|---|---|---|---|---|
| Revenue | $302.0M | $317.3M | $297.9M | $274.8M | $216.9M |
| Cost of Revenue | $99.5M | $103.7M | $96.4M | $81.1M | $81.6M |
| Gross Profit | $202.6M | $213.6M | $201.5M | $193.7M | $135.3M |
| Operating Expenses | $237.2M | $253.8M | $365.4M | $296.0M | $118.6M |
| Operating Income | -$34.7M | -$40.2M | -$163.9M | -$102.3M | $16.6M |
| Net Income | -$58.2M | -$68.4M | -$179.9M | -$112.7M | -$38.9M |
| EBITDA | $18.0M | $15.1M | -$91.7M | -$46.2M | $9.3M |
| EPS | $-19.20 | $-22.30 | $-57.70 | $-42.60 | $-15.60 |
| EPS (Diluted) | — | — | — | — | — |
Balance Sheet (Annual)
Last updated: Jun 25, 2026 8:01pm (1d ago)| Metric | 2021 | 2022 | 2023 | 2024 | 2025 |
|---|---|---|---|---|---|
| Cash & Equivalents | $189.2M | $248.7M | $236.6M | $56.4M | $29.4M |
| Total Current Assets | $263.0M | $321.3M | $300.2M | $118.4M | $75.3M |
| Total Assets | $1.0B | $1.1B | $870.0M | $529.5M | $413.2M |
| Current Liabilities | $156.4M | $151.2M | $130.6M | $120.4M | $93.8M |
| Long-Term Debt | $515.2M | $511.8M | $473.5M | $287.0M | $224.7M |
| Total Liabilities | $712.7M | $692.3M | $626.1M | $424.6M | $332.5M |
| Total Equity | $316.3M | $421.2M | $243.9M | $104.9M | $80.7M |
| Retained Earnings | -$240.6M | -$309.0M | -$488.9M | -$601.6M | -$640.5M |
Cash Flow (Annual)
Last updated: Jun 25, 2026 8:01pm (1d ago)| Metric | 2021 | 2022 | 2023 | 2024 | 2025 |
|---|---|---|---|---|---|
| Operating Cash Flow | $41.7M | $30.0M | $49.9M | $24.2M | $25.8M |
| Capital Expenditure | -$1.1M | $-866,000 | -$1.2M | $-882,000 | -$1.4M |
| Free Cash Flow | $40.6M | $29.1M | $48.7M | $23.4M | $24.4M |
| Acquisitions (net) | -$92.4M | -$62.4M | $0 | $0 | $0 |
| Debt Repayment | — | — | — | — | — |
| Dividends Paid | — | — | — | — | — |
| Stock Buybacks | $0 | $0 | -$14.1M | -$11.0M | $-137,000 |
| Net Change in Cash | -$60.9M | $59.5M | -$12.1M | -$179.5M | -$27.0M |
Analyst Estimates (Annual)
Last updated: Jun 27, 2026 8:43am (1h ago)| Metric | 2024 | 2025 | 2026 | 2027 |
|---|---|---|---|---|
| Revenue |
$274.6M $274.1M – $275.1M
|
$217.9M $212.7M – $223.1M
|
$197.0M $195.5M – $198.5M
|
$199.2M $196.8M – $201.5M
|
| EBITDA |
-$17.9M -$17.9M – -$17.9M
|
-$14.2M -$14.5M – -$13.9M
|
-$12.8M -$12.9M – -$12.7M
|
-$13.0M -$13.1M – -$12.8M
|
| Net Income |
$27.2M $26.8M – $27.5M
|
$23.8M $23.1M – $24.6M
|
$20.3M $20.1M – $20.6M
|
$20.3M $18.4M – $22.3M
|
| EPS | — | — | — | — |
Growth Trends (YoY %)
Last updated: Jun 25, 2026 8:01pm (1d ago)| Metric | 2022 | 2023 | 2024 | 2025 |
|---|---|---|---|---|
| Revenue Growth | +5.1% | -6.1% | -7.7% | -21.1% |
| Gross Profit Growth | +5.4% | -5.7% | -3.9% | -30.2% |
| Operating Income Growth | -16.0% | -307.5% | +37.6% | +116.2% |
| Net Income Growth | -17.5% | -162.9% | +37.3% | +65.5% |
| EBITDA Growth | -15.9% | -705.8% | +49.7% | +120.0% |
Insider Trading (Recent)
Last updated: Jun 27, 2026 8:44am (1h ago)
Type codes
PPurchase
SSale
AAward / grant
MOption exercise
FIn-kind (tax)
CConversion
GGift
DReturn to issuer
All SEC Form 4 codes
Open market
- P Purchase
- Open-market or private purchase of shares.
- S Sale
- Open-market or private sale of shares.
Compensation (Rule 16b-3)
- A Award / grant
- Grant or award of securities (RSUs, options, etc.) under Rule 16b-3.
- D Return to issuer
- Securities disposed back to the company under Rule 16b-3.
- F In-kind (tax)
- Shares withheld or delivered to pay the option-exercise price or tax — not an open-market sale.
- I Discretionary
- Discretionary transaction under an employee plan — Rule 16b-3(f).
- M Option exercise
- Exercise or conversion of a derivative (option/RSU) into shares — exempt.
Derivatives
- C Conversion
- Conversion of a derivative security into the underlying shares.
- E Short expiration
- Expiration of a short derivative position.
- H Long expiration
- Expiration or cancellation of a long derivative position with value received.
- O OTM exercise
- Exercise of an out-of-the-money derivative.
- X ITM exercise
- Exercise of an in-the-money or at-the-money derivative.
Other exempt
- G Gift
- Bona fide gift of securities.
- L Small acquisition
- Small acquisition under Rule 16a-6.
- W Inheritance
- Acquisition or disposition by will or the laws of descent.
- Z Voting trust
- Deposit into or withdrawal from a voting trust.
Other
- J Other
- Other acquisition or disposition (explained in a Form 4 footnote).
- K Equity swap
- Transaction in an equity swap or similar instrument.
- U Tender / buyout
- Disposition via tender of shares in a change-of-control transaction.
Compensation-plan codes (A, D, F, M) are routine and rarely directional. Open-market P (buy) and S (sale) carry the most signal.
| Date | Insider | Type | Shares | Price | Value |
|---|---|---|---|---|---|
| 2026-06-16 | Hill Michael Douglass | F-InKind | 8,931.00 | $0.61 | $5,416 |
| 2026-06-16 | Nathaniel Sean | F-InKind | 18,605.00 | $0.61 | $11,282 |
| 2026-06-16 | Doman Dan | F-InKind | 29,515.00 | $0.61 | $17,898 |
| 2026-06-04 | Nathaniel Sean | A-Award | 500,000.00 | $0.00 | $0 |
| 2026-06-04 | Nathaniel Sean | A-Award | 133,333.00 | $0.00 | $0 |
| 2026-04-30 | MCDONALD JOHN T | A-Award | 250,000.00 | $0.00 | $0 |
| 2026-04-30 | MCDONALD JOHN T | D-Return | 250,000.00 | $0.00 | $0 |
| 2026-05-01 | Nathaniel Sean | 0.00 | $0.00 | $0 | |
| 2026-03-16 | MCDONALD JOHN T | F-InKind | 18,605.00 | $0.54 | $10,047 |
| 2026-03-16 | Hill Michael Douglass | F-InKind | 8,931.00 | $0.54 | $4,823 |
| 2026-03-16 | Doman Dan | F-InKind | 33,491.00 | $0.54 | $18,085 |
| 2026-02-27 | Doman Dan | A-Award | 100,000.00 | $0.00 | $0 |
| 2026-02-23 | Hill Michael Douglass | A-Award | 70,000.00 | $0.00 | $0 |
| 2026-02-23 | Doman Dan | A-Award | 150,000.00 | $0.00 | $0 |
| 2025-12-16 | Doman Dan | F-InKind | 24,595.00 | $1.49 | $36,524 |
| 2025-12-16 | MCDONALD JOHN T | F-InKind | 19,677.00 | $1.49 | $29,220 |
| 2025-12-16 | Hill Michael Douglass | F-InKind | 8,856.00 | $1.49 | $13,151 |
| 2025-10-27 | Chung David H S | A-Award | 25,000.00 | $0.00 | $0 |
| 2025-10-27 | COURTER STEPHEN E | A-Award | 25,000.00 | $0.00 | $0 |
| 2025-10-27 | Mattox Timothy | A-Award | 25,000.00 | $0.00 | $0 |
Narrative Economics
The story the market is telling about this stock — the intangible X-factor
(founder mythology, cult dynamics, TAM-of-imagination) that moves price beyond
what cash flows alone explain. After Shiller, Narrative Economics.
No narrative profile yet for UPLD — it's generated by the pipeline (
market-narrative step).
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Data via Financial Modeling Prep · Cached for performance · fmp
v1.1.352 · d1100787 · 2026-06-26 11:39:30