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Side-by-side financial comparison of Skyward Specialty Insurance Group, Inc. (SKWD) and WORKIVA INC (WK). 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 $247.3M, roughly 1.9× WORKIVA INC). Skyward Specialty Insurance Group, Inc. runs the higher net margin — 10.5% vs 7.7%, a 2.8% gap on every dollar of revenue. On growth, Skyward Specialty Insurance Group, Inc. posted the faster year-over-year revenue change (44.8% vs 19.9%). Over the past eight quarters, Skyward Specialty Insurance Group, Inc.'s revenue compounded faster (30.4% CAGR vs 18.0%).

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.

Workiva, Inc. is a global software-as-a-service (SaaS) company. It provides a cloud-based connected and reporting compliance platform that enables the use of connected data and automation of reporting across finance, accounting, risk, and compliance.

SKWD vs WK — Head-to-Head

Bigger by revenue
SKWD
SKWD
1.9× larger
SKWD
$475.9M
$247.3M
WK
Growing faster (revenue YoY)
SKWD
SKWD
+25.0% gap
SKWD
44.8%
19.9%
WK
Higher net margin
SKWD
SKWD
2.8% more per $
SKWD
10.5%
7.7%
WK
Faster 2-yr revenue CAGR
SKWD
SKWD
Annualised
SKWD
30.4%
18.0%
WK

Income Statement — Q1 FY2026 vs Q1 FY2026

Metric
SKWD
SKWD
WK
WK
Revenue
$475.9M
$247.3M
Net Profit
$49.7M
$19.0M
Gross Margin
80.4%
Operating Margin
14.9%
25.8%
Net Margin
10.5%
7.7%
Revenue YoY
44.8%
19.9%
Net Profit YoY
EPS (diluted)
$1.09
$0.33

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
WK
WK
Q1 26
$475.9M
$247.3M
Q4 25
$385.6M
$238.9M
Q3 25
$382.5M
$224.2M
Q2 25
$319.9M
$215.2M
Q1 25
$328.5M
$206.3M
Q4 24
$304.4M
$199.9M
Q3 24
$300.9M
$185.6M
Q2 24
$279.9M
$177.5M
Net Profit
SKWD
SKWD
WK
WK
Q1 26
$49.7M
$19.0M
Q4 25
$43.2M
$11.8M
Q3 25
$45.9M
$2.8M
Q2 25
$38.8M
$-19.4M
Q1 25
$42.1M
$-21.4M
Q4 24
$14.4M
$-8.8M
Q3 24
$36.7M
$-17.0M
Q2 24
$31.0M
$-17.5M
Gross Margin
SKWD
SKWD
WK
WK
Q1 26
80.4%
Q4 25
80.7%
Q3 25
79.3%
Q2 25
77.0%
Q1 25
76.6%
Q4 24
77.1%
Q3 24
76.5%
Q2 24
76.8%
Operating Margin
SKWD
SKWD
WK
WK
Q1 26
14.9%
25.8%
Q4 25
14.2%
3.3%
Q3 25
15.8%
-1.5%
Q2 25
15.6%
-10.3%
Q1 25
15.7%
-12.0%
Q4 24
6.1%
-6.7%
Q3 24
15.6%
-11.7%
Q2 24
14.4%
-13.0%
Net Margin
SKWD
SKWD
WK
WK
Q1 26
10.5%
7.7%
Q4 25
11.2%
4.9%
Q3 25
12.0%
1.2%
Q2 25
12.1%
-9.0%
Q1 25
12.8%
-10.4%
Q4 24
4.7%
-4.4%
Q3 24
12.2%
-9.2%
Q2 24
11.1%
-9.9%
EPS (diluted)
SKWD
SKWD
WK
WK
Q1 26
$1.09
$0.33
Q4 25
$1.03
$0.21
Q3 25
$1.10
$0.05
Q2 25
$0.93
$-0.35
Q1 25
$1.01
$-0.38
Q4 24
$0.33
$-0.15
Q3 24
$0.89
$-0.31
Q2 24
$0.75
$-0.32

Balance Sheet & Financial Strength

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

Metric
SKWD
SKWD
WK
WK
Cash + ST InvestmentsLiquidity on hand
$4.1M
$334.3M
Total DebtLower is stronger
Stockholders' EquityBook value
$1.2B
Total Assets
$6.5B
$1.4B
Debt / EquityLower = less leverage

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
SKWD
SKWD
WK
WK
Q1 26
$4.1M
$334.3M
Q4 25
$168.5M
$338.8M
Q3 25
$160.1M
$315.9M
Q2 25
$136.6M
$284.3M
Q1 25
$112.9M
$242.0M
Q4 24
$121.6M
$301.8M
Q3 24
$105.6M
$248.2M
Q2 24
$73.0M
$267.9M
Stockholders' Equity
SKWD
SKWD
WK
WK
Q1 26
$1.2B
Q4 25
$1.0B
$-5.4M
Q3 25
$961.4M
$-36.9M
Q2 25
$899.9M
$-66.5M
Q1 25
$850.7M
$-75.7M
Q4 24
$794.0M
$-41.7M
Q3 24
$797.5M
$-50.8M
Q2 24
$723.6M
$-77.7M
Total Assets
SKWD
SKWD
WK
WK
Q1 26
$6.5B
$1.4B
Q4 25
$4.8B
$1.5B
Q3 25
$4.6B
$1.4B
Q2 25
$4.3B
$1.3B
Q1 25
$4.0B
$1.3B
Q4 24
$3.7B
$1.4B
Q3 24
$3.6B
$1.3B
Q2 24
$3.4B
$1.2B

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
WK
WK
Operating Cash FlowLast quarter
Free Cash FlowOCF − Capex
$25.7M
FCF MarginFCF / Revenue
10.4%
Capex IntensityCapex / Revenue
Cash ConversionOCF / Net Profit
TTM Free Cash FlowTrailing 4 quarters
$171.9M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
SKWD
SKWD
WK
WK
Q1 26
Q4 25
$408.1M
$51.0M
Q3 25
$171.4M
$46.2M
Q2 25
$88.2M
$50.3M
Q1 25
$96.8M
$-7.4M
Q4 24
$305.1M
$44.0M
Q3 24
$168.0M
$18.9M
Q2 24
$21.0M
$-14.0K
Free Cash Flow
SKWD
SKWD
WK
WK
Q1 26
$25.7M
Q4 25
$402.6M
$50.7M
Q3 25
$168.9M
$46.1M
Q2 25
$87.1M
$49.3M
Q1 25
$96.6M
$-8.1M
Q4 24
$300.9M
$43.2M
Q3 24
$167.6M
$18.7M
Q2 24
$18.4M
$-122.0K
FCF Margin
SKWD
SKWD
WK
WK
Q1 26
10.4%
Q4 25
104.4%
21.2%
Q3 25
44.2%
20.5%
Q2 25
27.2%
22.9%
Q1 25
29.4%
-3.9%
Q4 24
98.8%
21.6%
Q3 24
55.7%
10.1%
Q2 24
6.6%
-0.1%
Capex Intensity
SKWD
SKWD
WK
WK
Q1 26
Q4 25
1.4%
0.1%
Q3 25
0.6%
0.0%
Q2 25
0.3%
0.5%
Q1 25
0.1%
0.4%
Q4 24
1.4%
0.4%
Q3 24
0.1%
0.1%
Q2 24
0.9%
0.1%
Cash Conversion
SKWD
SKWD
WK
WK
Q1 26
Q4 25
9.44×
4.31×
Q3 25
3.73×
16.57×
Q2 25
2.27×
Q1 25
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.

Revenue Breakdown by Segment

SKWD
SKWD

Segment breakdown not available.

WK
WK

Subscription and support$225.4M91%
Other$22.0M9%

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