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

Skyward Specialty Insurance Group, Inc. is the larger business by last-quarter revenue ($385.6M vs $220.2M, roughly 1.8× Shutterstock, Inc.). Skyward Specialty Insurance Group, Inc. runs the higher net margin — 11.2% vs -7.3%, a 18.5% gap on every dollar of revenue. On growth, Skyward Specialty Insurance Group, Inc. posted the faster year-over-year revenue change (26.7% vs -12.0%). Skyward Specialty Insurance Group, Inc. produced more free cash flow last quarter ($402.6M vs $25.9M). Over the past eight quarters, Skyward Specialty Insurance Group, Inc.'s revenue compounded faster (20.6% CAGR vs 1.4%).

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.

Shutterstock, Inc. is an American provider of stock photography, stock footage, stock music, and editing tools; it is headquartered in New York. Founded in 2002 by programmer and photographer Jon Oringer, Shutterstock maintains a library of around 200 million royalty-free stock photos, vector graphics, and illustrations, with around 10 million video clips and music tracks available for licensing. Originally a subscription site only, Shutterstock expanded beyond subscriptions into à la carte p...

SKWD vs SSTK — Head-to-Head

Bigger by revenue
SKWD
SKWD
1.8× larger
SKWD
$385.6M
$220.2M
SSTK
Growing faster (revenue YoY)
SKWD
SKWD
+38.7% gap
SKWD
26.7%
-12.0%
SSTK
Higher net margin
SKWD
SKWD
18.5% more per $
SKWD
11.2%
-7.3%
SSTK
More free cash flow
SKWD
SKWD
$376.7M more FCF
SKWD
$402.6M
$25.9M
SSTK
Faster 2-yr revenue CAGR
SKWD
SKWD
Annualised
SKWD
20.6%
1.4%
SSTK

Income Statement — Q4 FY2025 vs Q4 FY2025

Metric
SKWD
SKWD
SSTK
SSTK
Revenue
$385.6M
$220.2M
Net Profit
$43.2M
$-16.0M
Gross Margin
55.8%
Operating Margin
14.2%
-1.1%
Net Margin
11.2%
-7.3%
Revenue YoY
26.7%
-12.0%
Net Profit YoY
200.1%
-1021.0%
EPS (diluted)
$1.03
$-0.47

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
SKWD
SKWD
SSTK
SSTK
Q4 25
$385.6M
$220.2M
Q3 25
$382.5M
$260.1M
Q2 25
$319.9M
$267.0M
Q1 25
$328.5M
$242.6M
Q4 24
$304.4M
$250.3M
Q3 24
$300.9M
$250.6M
Q2 24
$279.9M
$220.1M
Q1 24
$265.0M
$214.3M
Net Profit
SKWD
SKWD
SSTK
SSTK
Q4 25
$43.2M
$-16.0M
Q3 25
$45.9M
$13.4M
Q2 25
$38.8M
$29.4M
Q1 25
$42.1M
$18.7M
Q4 24
$14.4M
$-1.4M
Q3 24
$36.7M
$17.6M
Q2 24
$31.0M
$3.6M
Q1 24
$36.8M
$16.1M
Gross Margin
SKWD
SKWD
SSTK
SSTK
Q4 25
55.8%
Q3 25
60.6%
Q2 25
60.3%
Q1 25
58.4%
Q4 24
55.1%
Q3 24
58.3%
Q2 24
58.5%
Q1 24
58.8%
Operating Margin
SKWD
SKWD
SSTK
SSTK
Q4 25
14.2%
-1.1%
Q3 25
15.8%
12.5%
Q2 25
15.6%
13.0%
Q1 25
15.7%
4.2%
Q4 24
6.1%
5.3%
Q3 24
15.6%
7.2%
Q2 24
14.4%
9.4%
Q1 24
17.7%
7.8%
Net Margin
SKWD
SKWD
SSTK
SSTK
Q4 25
11.2%
-7.3%
Q3 25
12.0%
5.1%
Q2 25
12.1%
11.0%
Q1 25
12.8%
7.7%
Q4 24
4.7%
-0.6%
Q3 24
12.2%
7.0%
Q2 24
11.1%
1.6%
Q1 24
13.9%
7.5%
EPS (diluted)
SKWD
SKWD
SSTK
SSTK
Q4 25
$1.03
$-0.47
Q3 25
$1.10
$0.37
Q2 25
$0.93
$0.82
Q1 25
$1.01
$0.53
Q4 24
$0.33
$-0.04
Q3 24
$0.89
$0.50
Q2 24
$0.75
$0.10
Q1 24
$0.90
$0.45

Balance Sheet & Financial Strength

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

Metric
SKWD
SKWD
SSTK
SSTK
Cash + ST InvestmentsLiquidity on hand
$168.5M
$178.2M
Total DebtLower is stronger
Stockholders' EquityBook value
$1.0B
$581.0M
Total Assets
$4.8B
$1.4B
Debt / EquityLower = less leverage

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
SKWD
SKWD
SSTK
SSTK
Q4 25
$168.5M
$178.2M
Q3 25
$160.1M
$165.5M
Q2 25
$136.6M
$116.4M
Q1 25
$112.9M
$112.2M
Q4 24
$121.6M
$111.3M
Q3 24
$105.6M
$131.4M
Q2 24
$73.0M
$74.9M
Q1 24
$85.1M
$71.8M
Stockholders' Equity
SKWD
SKWD
SSTK
SSTK
Q4 25
$1.0B
$581.0M
Q3 25
$961.4M
$594.4M
Q2 25
$899.9M
$586.2M
Q1 25
$850.7M
$547.2M
Q4 24
$794.0M
$518.4M
Q3 24
$797.5M
$522.9M
Q2 24
$723.6M
$520.4M
Q1 24
$692.3M
$541.3M
Total Assets
SKWD
SKWD
SSTK
SSTK
Q4 25
$4.8B
$1.4B
Q3 25
$4.6B
$1.4B
Q2 25
$4.3B
$1.4B
Q1 25
$4.0B
$1.3B
Q4 24
$3.7B
$1.3B
Q3 24
$3.6B
$1.3B
Q2 24
$3.4B
$1.0B
Q1 24
$3.2B
$1.0B

Cash Flow & Capital Efficiency

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

Metric
SKWD
SKWD
SSTK
SSTK
Operating Cash FlowLast quarter
$408.1M
$36.2M
Free Cash FlowOCF − Capex
$402.6M
$25.9M
FCF MarginFCF / Revenue
104.4%
11.8%
Capex IntensityCapex / Revenue
1.4%
4.7%
Cash ConversionOCF / Net Profit
9.44×
TTM Free Cash FlowTrailing 4 quarters
$755.2M
$123.8M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
SKWD
SKWD
SSTK
SSTK
Q4 25
$408.1M
$36.2M
Q3 25
$171.4M
$78.4M
Q2 25
$88.2M
$26.8M
Q1 25
$96.8M
$25.2M
Q4 24
$305.1M
$8.0M
Q3 24
$168.0M
$-11.6M
Q2 24
$21.0M
$28.0M
Q1 24
$94.3M
$8.3M
Free Cash Flow
SKWD
SKWD
SSTK
SSTK
Q4 25
$402.6M
$25.9M
Q3 25
$168.9M
$68.0M
Q2 25
$87.1M
$15.5M
Q1 25
$96.6M
$14.4M
Q4 24
$300.9M
$-952.0K
Q3 24
$167.6M
$-26.3M
Q2 24
$18.4M
$18.9M
Q1 24
$94.0M
$-6.2M
FCF Margin
SKWD
SKWD
SSTK
SSTK
Q4 25
104.4%
11.8%
Q3 25
44.2%
26.1%
Q2 25
27.2%
5.8%
Q1 25
29.4%
6.0%
Q4 24
98.8%
-0.4%
Q3 24
55.7%
-10.5%
Q2 24
6.6%
8.6%
Q1 24
35.5%
-2.9%
Capex Intensity
SKWD
SKWD
SSTK
SSTK
Q4 25
1.4%
4.7%
Q3 25
0.6%
4.0%
Q2 25
0.3%
4.2%
Q1 25
0.1%
4.5%
Q4 24
1.4%
3.6%
Q3 24
0.1%
5.9%
Q2 24
0.9%
4.1%
Q1 24
0.1%
6.7%
Cash Conversion
SKWD
SKWD
SSTK
SSTK
Q4 25
9.44×
Q3 25
3.73×
5.86×
Q2 25
2.27×
0.91×
Q1 25
2.30×
1.35×
Q4 24
21.18×
Q3 24
4.58×
-0.66×
Q2 24
0.68×
7.71×
Q1 24
2.56×
0.51×

Financial Flow Comparison

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

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