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Side-by-side financial comparison of Clear Channel Outdoor Holdings, Inc. (CCO) and Skyward Specialty Insurance Group, Inc. (SKWD). Click either name above to swap in a different company.

Skyward Specialty Insurance Group, Inc. is the larger business by last-quarter revenue ($475.9M vs $461.5M, roughly 1.0× Clear Channel Outdoor Holdings, Inc.). Skyward Specialty Insurance Group, Inc. runs the higher net margin — 10.5% vs 1.7%, a 8.7% gap on every dollar of revenue. On growth, Skyward Specialty Insurance Group, Inc. posted the faster year-over-year revenue change (44.8% vs 8.2%). Over the past eight quarters, Skyward Specialty Insurance Group, Inc.'s revenue compounded faster (30.4% CAGR vs 18.8%).

Clear Channel Outdoor Holdings, Inc. is a multinational corporation focused on outdoor advertising. The company is based in San Antonio, Texas.

Skyward Specialty Insurance Group, Inc. is a specialty property and casualty insurance provider offering tailored coverage solutions including commercial auto, general liability, professional indemnity, and specialty property policies. It primarily serves small-to-medium enterprises and niche industry segments across the United States, focusing on underwriting complex, hard-to-place risks for underserved client groups.

CCO vs SKWD — Head-to-Head

Bigger by revenue
SKWD
SKWD
1.0× larger
SKWD
$475.9M
$461.5M
CCO
Growing faster (revenue YoY)
SKWD
SKWD
+36.7% gap
SKWD
44.8%
8.2%
CCO
Higher net margin
SKWD
SKWD
8.7% more per $
SKWD
10.5%
1.7%
CCO
Faster 2-yr revenue CAGR
SKWD
SKWD
Annualised
SKWD
30.4%
18.8%
CCO

Income Statement — Q4 FY2025 vs Q1 FY2026

Metric
CCO
CCO
SKWD
SKWD
Revenue
$461.5M
$475.9M
Net Profit
$8.0M
$49.7M
Gross Margin
Operating Margin
23.3%
14.9%
Net Margin
1.7%
10.5%
Revenue YoY
8.2%
44.8%
Net Profit YoY
144.8%
EPS (diluted)
$0.01
$1.09

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
CCO
CCO
SKWD
SKWD
Q1 26
$475.9M
Q4 25
$461.5M
$385.6M
Q3 25
$405.6M
$382.5M
Q2 25
$402.8M
$319.9M
Q1 25
$334.2M
$328.5M
Q4 24
$426.7M
$304.4M
Q3 24
$375.2M
$300.9M
Q2 24
$376.5M
$279.9M
Net Profit
CCO
CCO
SKWD
SKWD
Q1 26
$49.7M
Q4 25
$8.0M
$43.2M
Q3 25
$-60.1M
$45.9M
Q2 25
$9.5M
$38.8M
Q1 25
$62.5M
$42.1M
Q4 24
$-17.9M
$14.4M
Q3 24
$-32.5M
$36.7M
Q2 24
$-39.2M
$31.0M
Operating Margin
CCO
CCO
SKWD
SKWD
Q1 26
14.9%
Q4 25
23.3%
14.2%
Q3 25
19.9%
15.8%
Q2 25
19.2%
15.6%
Q1 25
13.5%
15.7%
Q4 24
23.5%
6.1%
Q3 24
17.8%
15.6%
Q2 24
18.2%
14.4%
Net Margin
CCO
CCO
SKWD
SKWD
Q1 26
10.5%
Q4 25
1.7%
11.2%
Q3 25
-14.8%
12.0%
Q2 25
2.4%
12.1%
Q1 25
18.7%
12.8%
Q4 24
-4.2%
4.7%
Q3 24
-8.7%
12.2%
Q2 24
-10.4%
11.1%
EPS (diluted)
CCO
CCO
SKWD
SKWD
Q1 26
$1.09
Q4 25
$0.01
$1.03
Q3 25
$-0.12
$1.10
Q2 25
$0.02
$0.93
Q1 25
$0.13
$1.01
Q4 24
$-0.03
$0.33
Q3 24
$-0.07
$0.89
Q2 24
$-0.08
$0.75

Balance Sheet & Financial Strength

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

Metric
CCO
CCO
SKWD
SKWD
Cash + ST InvestmentsLiquidity on hand
$190.0M
$4.1M
Total DebtLower is stronger
$5.1B
Stockholders' EquityBook value
$-3.4B
$1.2B
Total Assets
$3.8B
$6.5B
Debt / EquityLower = less leverage

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
CCO
CCO
SKWD
SKWD
Q1 26
$4.1M
Q4 25
$190.0M
$168.5M
Q3 25
$155.0M
$160.1M
Q2 25
$138.6M
$136.6M
Q1 25
$395.8M
$112.9M
Q4 24
$109.7M
$121.6M
Q3 24
$201.1M
$105.6M
Q2 24
$189.3M
$73.0M
Total Debt
CCO
CCO
SKWD
SKWD
Q1 26
Q4 25
$5.1B
Q3 25
$5.1B
Q2 25
$5.1B
Q1 25
$5.3B
Q4 24
$5.7B
Q3 24
$5.7B
Q2 24
$5.7B
Stockholders' Equity
CCO
CCO
SKWD
SKWD
Q1 26
$1.2B
Q4 25
$-3.4B
$1.0B
Q3 25
$-3.5B
$961.4M
Q2 25
$-3.4B
$899.9M
Q1 25
$-3.4B
$850.7M
Q4 24
$-3.6B
$794.0M
Q3 24
$-3.6B
$797.5M
Q2 24
$-3.6B
$723.6M
Total Assets
CCO
CCO
SKWD
SKWD
Q1 26
$6.5B
Q4 25
$3.8B
$4.8B
Q3 25
$3.8B
$4.6B
Q2 25
$3.8B
$4.3B
Q1 25
$4.0B
$4.0B
Q4 24
$4.8B
$3.7B
Q3 24
$4.6B
$3.6B
Q2 24
$4.5B
$3.4B

Cash Flow & Capital Efficiency

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

Metric
CCO
CCO
SKWD
SKWD
Operating Cash FlowLast quarter
$56.3M
Free Cash FlowOCF − Capex
$30.3M
FCF MarginFCF / Revenue
6.6%
Capex IntensityCapex / Revenue
5.6%
Cash ConversionOCF / Net Profit
7.04×
TTM Free Cash FlowTrailing 4 quarters
$32.0M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
CCO
CCO
SKWD
SKWD
Q1 26
Q4 25
$56.3M
$408.1M
Q3 25
$56.2M
$171.4M
Q2 25
$-12.6M
$88.2M
Q1 25
$14.9M
$96.8M
Q4 24
$29.3M
$305.1M
Q3 24
$54.5M
$168.0M
Q2 24
$30.8M
$21.0M
Free Cash Flow
CCO
CCO
SKWD
SKWD
Q1 26
Q4 25
$30.3M
$402.6M
Q3 25
$41.4M
$168.9M
Q2 25
$-29.2M
$87.1M
Q1 25
$-10.6M
$96.6M
Q4 24
$-27.8M
$300.9M
Q3 24
$21.0M
$167.6M
Q2 24
$5.2M
$18.4M
FCF Margin
CCO
CCO
SKWD
SKWD
Q1 26
Q4 25
6.6%
104.4%
Q3 25
10.2%
44.2%
Q2 25
-7.2%
27.2%
Q1 25
-3.2%
29.4%
Q4 24
-6.5%
98.8%
Q3 24
5.6%
55.7%
Q2 24
1.4%
6.6%
Capex Intensity
CCO
CCO
SKWD
SKWD
Q1 26
Q4 25
5.6%
1.4%
Q3 25
3.7%
0.6%
Q2 25
4.1%
0.3%
Q1 25
7.6%
0.1%
Q4 24
13.4%
1.4%
Q3 24
8.9%
0.1%
Q2 24
6.8%
0.9%
Cash Conversion
CCO
CCO
SKWD
SKWD
Q1 26
Q4 25
7.04×
9.44×
Q3 25
3.73×
Q2 25
-1.32×
2.27×
Q1 25
0.24×
2.30×
Q4 24
21.18×
Q3 24
4.58×
Q2 24
0.68×

Financial Flow Comparison

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

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