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

ZILLOW GROUP, INC. is the larger business by last-quarter revenue ($654.0M vs $385.6M, roughly 1.7× Skyward Specialty Insurance Group, Inc.). Skyward Specialty Insurance Group, Inc. runs the higher net margin — 11.2% vs 0.5%, a 10.8% gap on every dollar of revenue. On growth, Skyward Specialty Insurance Group, Inc. posted the faster year-over-year revenue change (26.7% vs 18.1%). Skyward Specialty Insurance Group, Inc. produced more free cash flow last quarter ($402.6M vs $44.0M). Over the past eight quarters, Skyward Specialty Insurance Group, Inc.'s revenue compounded faster (20.6% CAGR vs 11.2%).

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.

Zillow Group, Inc., or simply Zillow, is an American tech real-estate marketplace company that was founded in 2006 by co-executive chairmen Rich Barton and Lloyd Frink, former Microsoft executives and founders of Microsoft spin-off Expedia; Spencer Rascoff, a co-founder of Hotwire.com; David Beitel, Zillow's current chief technology officer; and Kristin Acker, Zillow's current technology leadership advisor.

SKWD vs ZG — Head-to-Head

Bigger by revenue
ZG
ZG
1.7× larger
ZG
$654.0M
$385.6M
SKWD
Growing faster (revenue YoY)
SKWD
SKWD
+8.6% gap
SKWD
26.7%
18.1%
ZG
Higher net margin
SKWD
SKWD
10.8% more per $
SKWD
11.2%
0.5%
ZG
More free cash flow
SKWD
SKWD
$358.6M more FCF
SKWD
$402.6M
$44.0M
ZG
Faster 2-yr revenue CAGR
SKWD
SKWD
Annualised
SKWD
20.6%
11.2%
ZG

Income Statement — Q4 FY2025 vs Q4 FY2025

Metric
SKWD
SKWD
ZG
ZG
Revenue
$385.6M
$654.0M
Net Profit
$43.2M
$3.0M
Gross Margin
72.8%
Operating Margin
14.2%
-1.7%
Net Margin
11.2%
0.5%
Revenue YoY
26.7%
18.1%
Net Profit YoY
200.1%
105.8%
EPS (diluted)
$1.03
$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
SKWD
SKWD
ZG
ZG
Q4 25
$385.6M
$654.0M
Q3 25
$382.5M
$676.0M
Q2 25
$319.9M
$655.0M
Q1 25
$328.5M
$598.0M
Q4 24
$304.4M
$554.0M
Q3 24
$300.9M
$581.0M
Q2 24
$279.9M
$572.0M
Q1 24
$265.0M
$529.0M
Net Profit
SKWD
SKWD
ZG
ZG
Q4 25
$43.2M
$3.0M
Q3 25
$45.9M
$10.0M
Q2 25
$38.8M
$2.0M
Q1 25
$42.1M
$8.0M
Q4 24
$14.4M
$-52.0M
Q3 24
$36.7M
$-20.0M
Q2 24
$31.0M
$-17.0M
Q1 24
$36.8M
$-23.0M
Gross Margin
SKWD
SKWD
ZG
ZG
Q4 25
72.8%
Q3 25
72.6%
Q2 25
74.7%
Q1 25
76.8%
Q4 24
75.8%
Q3 24
75.9%
Q2 24
77.3%
Q1 24
76.7%
Operating Margin
SKWD
SKWD
ZG
ZG
Q4 25
14.2%
-1.7%
Q3 25
15.8%
-0.4%
Q2 25
15.6%
-1.7%
Q1 25
15.7%
-1.5%
Q4 24
6.1%
-12.5%
Q3 24
15.6%
-7.7%
Q2 24
14.4%
-6.6%
Q1 24
17.7%
-8.5%
Net Margin
SKWD
SKWD
ZG
ZG
Q4 25
11.2%
0.5%
Q3 25
12.0%
1.5%
Q2 25
12.1%
0.3%
Q1 25
12.8%
1.3%
Q4 24
4.7%
-9.4%
Q3 24
12.2%
-3.4%
Q2 24
11.1%
-3.0%
Q1 24
13.9%
-4.3%
EPS (diluted)
SKWD
SKWD
ZG
ZG
Q4 25
$1.03
$0.01
Q3 25
$1.10
$0.04
Q2 25
$0.93
$0.01
Q1 25
$1.01
$0.03
Q4 24
$0.33
$-0.23
Q3 24
$0.89
$-0.08
Q2 24
$0.75
$-0.07
Q1 24
$0.90
$-0.10

Balance Sheet & Financial Strength

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

Metric
SKWD
SKWD
ZG
ZG
Cash + ST InvestmentsLiquidity on hand
$168.5M
$768.0M
Total DebtLower is stronger
Stockholders' EquityBook value
$1.0B
$4.9B
Total Assets
$4.8B
$5.7B
Debt / EquityLower = less leverage

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
SKWD
SKWD
ZG
ZG
Q4 25
$168.5M
$768.0M
Q3 25
$160.1M
$874.0M
Q2 25
$136.6M
$587.0M
Q1 25
$112.9M
$914.0M
Q4 24
$121.6M
$1.1B
Q3 24
$105.6M
$1.1B
Q2 24
$73.0M
$1.2B
Q1 24
$85.1M
$1.4B
Stockholders' Equity
SKWD
SKWD
ZG
ZG
Q4 25
$1.0B
$4.9B
Q3 25
$961.4M
$5.0B
Q2 25
$899.9M
$4.7B
Q1 25
$850.7M
$4.8B
Q4 24
$794.0M
$4.8B
Q3 24
$797.5M
$4.7B
Q2 24
$723.6M
$4.5B
Q1 24
$692.3M
$4.7B
Total Assets
SKWD
SKWD
ZG
ZG
Q4 25
$4.8B
$5.7B
Q3 25
$4.6B
$5.7B
Q2 25
$4.3B
$5.4B
Q1 25
$4.0B
$5.7B
Q4 24
$3.7B
$5.8B
Q3 24
$3.6B
$6.2B
Q2 24
$3.4B
$6.6B
Q1 24
$3.2B
$6.8B

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
ZG
ZG
Operating Cash FlowLast quarter
$408.1M
$72.0M
Free Cash FlowOCF − Capex
$402.6M
$44.0M
FCF MarginFCF / Revenue
104.4%
6.7%
Capex IntensityCapex / Revenue
1.4%
4.3%
Cash ConversionOCF / Net Profit
9.44×
24.00×
TTM Free Cash FlowTrailing 4 quarters
$755.2M
$235.0M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
SKWD
SKWD
ZG
ZG
Q4 25
$408.1M
$72.0M
Q3 25
$171.4M
$105.0M
Q2 25
$88.2M
$87.0M
Q1 25
$96.8M
$104.0M
Q4 24
$305.1M
$122.0M
Q3 24
$168.0M
$171.0M
Q2 24
$21.0M
$55.0M
Q1 24
$94.3M
$80.0M
Free Cash Flow
SKWD
SKWD
ZG
ZG
Q4 25
$402.6M
$44.0M
Q3 25
$168.9M
$73.0M
Q2 25
$87.1M
$50.0M
Q1 25
$96.6M
$68.0M
Q4 24
$300.9M
$88.0M
Q3 24
$167.6M
$138.0M
Q2 24
$18.4M
$18.0M
Q1 24
$94.0M
$41.0M
FCF Margin
SKWD
SKWD
ZG
ZG
Q4 25
104.4%
6.7%
Q3 25
44.2%
10.8%
Q2 25
27.2%
7.6%
Q1 25
29.4%
11.4%
Q4 24
98.8%
15.9%
Q3 24
55.7%
23.8%
Q2 24
6.6%
3.1%
Q1 24
35.5%
7.8%
Capex Intensity
SKWD
SKWD
ZG
ZG
Q4 25
1.4%
4.3%
Q3 25
0.6%
4.7%
Q2 25
0.3%
5.6%
Q1 25
0.1%
6.0%
Q4 24
1.4%
6.1%
Q3 24
0.1%
5.7%
Q2 24
0.9%
6.5%
Q1 24
0.1%
7.4%
Cash Conversion
SKWD
SKWD
ZG
ZG
Q4 25
9.44×
24.00×
Q3 25
3.73×
10.50×
Q2 25
2.27×
43.50×
Q1 25
2.30×
13.00×
Q4 24
21.18×
Q3 24
4.58×
Q2 24
0.68×
Q1 24
2.56×

Financial Flow Comparison

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

Revenue Breakdown by Segment

SKWD
SKWD

Segment breakdown not available.

ZG
ZG

Residential Revenue$418.0M64%
Rental Revenue$168.0M26%
Mortgage Revenue$57.0M9%
Display Advertising And Other Revenue$11.0M2%

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