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Side-by-side financial comparison of CTO Realty Growth, Inc. (CTO) and Upland Software, Inc. (UPLD). Click either name above to swap in a different company.

Upland Software, Inc. is the larger business by last-quarter revenue ($49.3M vs $41.2M, roughly 1.2× CTO Realty Growth, Inc.). On growth, CTO Realty Growth, Inc. posted the faster year-over-year revenue change (15.0% vs -27.5%). Over the past eight quarters, CTO Realty Growth, Inc.'s revenue compounded faster (19.5% CAGR vs -16.5%).

Keller Williams Realty is an American technology and international real estate franchise with headquarters in Austin, Texas. It is the largest real estate franchise in the United States by sales volume as of 2022.

Upland Software, Inc. is a global provider of cloud-based enterprise work management solutions. It offers products covering project portfolio management, customer engagement, IT service management, and financial automation, serving businesses of all sizes across North America, Europe, and Asia-Pacific in tech, healthcare, and professional services sectors.

CTO vs UPLD — Head-to-Head

Bigger by revenue
UPLD
UPLD
1.2× larger
UPLD
$49.3M
$41.2M
CTO
Growing faster (revenue YoY)
CTO
CTO
+42.5% gap
CTO
15.0%
-27.5%
UPLD
Faster 2-yr revenue CAGR
CTO
CTO
Annualised
CTO
19.5%
-16.5%
UPLD

Income Statement — Q1 FY2026 vs Q4 FY2025

Metric
CTO
CTO
UPLD
UPLD
Revenue
$41.2M
$49.3M
Net Profit
$6.2M
Gross Margin
76.5%
Operating Margin
175.0%
14.5%
Net Margin
15.1%
Revenue YoY
15.0%
-27.5%
Net Profit YoY
174.4%
EPS (diluted)
$0.13
$0.01

Green = leading value per metric. Periods may differ when fiscal calendars don't align.

8-Quarter Revenue & Profit Trend

Side-by-side quarterly history. Quarters aligned by calendar period so offset fiscal years line up.

Revenue
CTO
CTO
UPLD
UPLD
Q1 26
$41.2M
Q4 25
$38.3M
$49.3M
Q3 25
$37.8M
$50.5M
Q2 25
$37.6M
$53.4M
Q1 25
$35.8M
$63.7M
Q4 24
$35.7M
$68.0M
Q3 24
$31.8M
$66.7M
Q2 24
$28.8M
$69.3M
Net Profit
CTO
CTO
UPLD
UPLD
Q1 26
$6.2M
Q4 25
$28.3M
Q3 25
$2.9M
$-1.1M
Q2 25
$-23.4M
$-13.0M
Q1 25
$2.3M
$-25.8M
Q4 24
$-15.2M
Q3 24
$6.2M
$-1.7M
Q2 24
$1.2M
$-11.4M
Gross Margin
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
75.0%
76.5%
Q3 25
75.4%
76.9%
Q2 25
73.0%
74.8%
Q1 25
75.2%
71.6%
Q4 24
74.4%
70.8%
Q3 24
74.4%
70.5%
Q2 24
71.1%
70.5%
Operating Margin
CTO
CTO
UPLD
UPLD
Q1 26
175.0%
Q4 25
75.1%
14.5%
Q3 25
26.6%
10.6%
Q2 25
-33.7%
-13.2%
Q1 25
22.0%
-1.7%
Q4 24
-20.4%
-2.9%
Q3 24
15.6%
-5.0%
Q2 24
18.8%
-7.7%
Net Margin
CTO
CTO
UPLD
UPLD
Q1 26
15.1%
Q4 25
73.9%
Q3 25
7.7%
-2.2%
Q2 25
-62.2%
-24.4%
Q1 25
6.3%
-40.6%
Q4 24
-42.6%
Q3 24
19.6%
-2.6%
Q2 24
4.1%
-16.5%
EPS (diluted)
CTO
CTO
UPLD
UPLD
Q1 26
$0.13
Q4 25
$0.81
$0.01
Q3 25
$0.03
$-0.09
Q2 25
$-0.77
$-0.51
Q1 25
$0.01
$-0.97
Q4 24
$-0.69
$-0.30
Q3 24
$0.17
$-0.12
Q2 24
$-0.03
$-0.47

Balance Sheet & Financial Strength

Snapshot of each company's liquidity, leverage and book value from the latest quarter.

Metric
CTO
CTO
UPLD
UPLD
Cash + ST InvestmentsLiquidity on hand
$8.3M
$29.4M
Total DebtLower is stronger
$232.4M
Stockholders' EquityBook value
$575.4M
$-48.4M
Total Assets
$1.3B
$413.2M
Debt / EquityLower = less leverage

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
CTO
CTO
UPLD
UPLD
Q1 26
$8.3M
Q4 25
$6.5M
$29.4M
Q3 25
$9.3M
$22.8M
Q2 25
$8.6M
$41.0M
Q1 25
$8.4M
$33.7M
Q4 24
$9.0M
$56.4M
Q3 24
$8.2M
$59.7M
Q2 24
$4.8M
$232.4M
Total Debt
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
$616.3M
$232.4M
Q3 25
$604.2M
Q2 25
$605.4M
Q1 25
$602.2M
Q4 24
$519.0M
$290.2M
Q3 24
$526.8M
Q2 24
$482.7M
Stockholders' Equity
CTO
CTO
UPLD
UPLD
Q1 26
$575.4M
Q4 25
$567.3M
$-48.4M
Q3 25
$557.3M
$-47.3M
Q2 25
$574.1M
$-42.4M
Q1 25
$593.9M
$-37.8M
Q4 24
$612.8M
$-18.3M
Q3 24
$595.8M
$907.0K
Q2 24
$491.8M
$6.5M
Total Assets
CTO
CTO
UPLD
UPLD
Q1 26
$1.3B
Q4 25
$1.3B
$413.2M
Q3 25
$1.2B
$409.1M
Q2 25
$1.2B
$441.7M
Q1 25
$1.2B
$457.0M
Q4 24
$1.2B
$529.5M
Q3 24
$1.2B
$554.9M
Q2 24
$1.0B
$739.9M
Debt / Equity
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
1.09×
Q3 25
1.08×
Q2 25
1.05×
Q1 25
1.01×
Q4 24
0.85×
Q3 24
0.88×
Q2 24
0.98×

Cash Flow & Capital Efficiency

How much cash each business actually produces after reinvestment. Cash flow is harder to manipulate than net income.

Metric
CTO
CTO
UPLD
UPLD
Operating Cash FlowLast quarter
$7.3M
Free Cash FlowOCF − Capex
$7.2M
FCF MarginFCF / Revenue
14.7%
Capex IntensityCapex / Revenue
0.2%
Cash ConversionOCF / Net Profit
TTM Free Cash FlowTrailing 4 quarters
$24.4M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
$64.6M
$7.3M
Q3 25
$25.5M
$6.9M
Q2 25
$21.9M
$3.3M
Q1 25
$10.3M
$8.3M
Q4 24
$59.9M
$9.3M
Q3 24
$21.2M
$4.3M
Q2 24
$12.9M
$5.5M
Free Cash Flow
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
$7.2M
Q3 25
$6.7M
Q2 25
$2.7M
Q1 25
$7.9M
Q4 24
$9.0M
Q3 24
$4.2M
Q2 24
$5.2M
FCF Margin
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
14.7%
Q3 25
13.2%
Q2 25
5.0%
Q1 25
12.4%
Q4 24
13.3%
Q3 24
6.3%
Q2 24
7.5%
Capex Intensity
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
0.2%
Q3 25
0.4%
Q2 25
1.2%
Q1 25
0.7%
Q4 24
0.5%
Q3 24
0.2%
Q2 24
0.4%
Cash Conversion
CTO
CTO
UPLD
UPLD
Q1 26
Q4 25
2.28×
Q3 25
8.75×
Q2 25
Q1 25
4.56×
Q4 24
Q3 24
3.40×
Q2 24
10.89×

Financial Flow Comparison

Revenue → gross profit → operating profit → net profit for each company.

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