vs

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

KEMPER Corp is the larger business by last-quarter revenue ($1.1B vs $385.6M, roughly 2.9× Skyward Specialty Insurance Group, Inc.). Skyward Specialty Insurance Group, Inc. runs the higher net margin — 11.2% vs -0.7%, a 11.9% gap on every dollar of revenue. On growth, Skyward Specialty Insurance Group, Inc. posted the faster year-over-year revenue change (26.7% vs -4.7%). Skyward Specialty Insurance Group, Inc. produced more free cash flow last quarter ($402.6M vs $166.2M). Over the past eight quarters, Skyward Specialty Insurance Group, Inc.'s revenue compounded faster (20.6% CAGR vs -0.5%).

Kemper Corporation is an American insurance provider with corporate headquarters located in Chicago, Illinois. With nearly $13 billion in assets, the Kemper family of companies provides insurance to individuals, families, and businesses.

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.

KMPR vs SKWD — Head-to-Head

Bigger by revenue
KMPR
KMPR
2.9× larger
KMPR
$1.1B
$385.6M
SKWD
Growing faster (revenue YoY)
SKWD
SKWD
+31.3% gap
SKWD
26.7%
-4.7%
KMPR
Higher net margin
SKWD
SKWD
11.9% more per $
SKWD
11.2%
-0.7%
KMPR
More free cash flow
SKWD
SKWD
$236.4M more FCF
SKWD
$402.6M
$166.2M
KMPR
Faster 2-yr revenue CAGR
SKWD
SKWD
Annualised
SKWD
20.6%
-0.5%
KMPR

Income Statement — Q4 FY2025 vs Q4 FY2025

Metric
KMPR
KMPR
SKWD
SKWD
Revenue
$1.1B
$385.6M
Net Profit
$-8.0M
$43.2M
Gross Margin
Operating Margin
14.2%
Net Margin
-0.7%
11.2%
Revenue YoY
-4.7%
26.7%
Net Profit YoY
-108.2%
200.1%
EPS (diluted)
$-0.03
$1.03

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
KMPR
KMPR
SKWD
SKWD
Q4 25
$1.1B
$385.6M
Q3 25
$1.2B
$382.5M
Q2 25
$1.2B
$319.9M
Q1 25
$1.2B
$328.5M
Q4 24
$1.2B
$304.4M
Q3 24
$1.2B
$300.9M
Q2 24
$1.1B
$279.9M
Q1 24
$1.1B
$265.0M
Net Profit
KMPR
KMPR
SKWD
SKWD
Q4 25
$-8.0M
$43.2M
Q3 25
$-21.0M
$45.9M
Q2 25
$72.6M
$38.8M
Q1 25
$99.7M
$42.1M
Q4 24
$97.4M
$14.4M
Q3 24
$73.7M
$36.7M
Q2 24
$75.4M
$31.0M
Q1 24
$71.3M
$36.8M
Operating Margin
KMPR
KMPR
SKWD
SKWD
Q4 25
14.2%
Q3 25
15.8%
Q2 25
15.6%
Q1 25
15.7%
Q4 24
6.1%
Q3 24
11.2%
15.6%
Q2 24
10.1%
14.4%
Q1 24
7.6%
17.7%
Net Margin
KMPR
KMPR
SKWD
SKWD
Q4 25
-0.7%
11.2%
Q3 25
-1.7%
12.0%
Q2 25
5.9%
12.1%
Q1 25
8.4%
12.8%
Q4 24
8.2%
4.7%
Q3 24
6.3%
12.2%
Q2 24
6.7%
11.1%
Q1 24
6.2%
13.9%
EPS (diluted)
KMPR
KMPR
SKWD
SKWD
Q4 25
$-0.03
$1.03
Q3 25
$-0.34
$1.10
Q2 25
$1.12
$0.93
Q1 25
$1.54
$1.01
Q4 24
$1.51
$0.33
Q3 24
$1.14
$0.89
Q2 24
$1.16
$0.75
Q1 24
$1.10
$0.90

Balance Sheet & Financial Strength

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

Metric
KMPR
KMPR
SKWD
SKWD
Cash + ST InvestmentsLiquidity on hand
$168.5M
Total DebtLower is stronger
$943.5M
Stockholders' EquityBook value
$2.7B
$1.0B
Total Assets
$12.5B
$4.8B
Debt / EquityLower = less leverage
0.35×

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
KMPR
KMPR
SKWD
SKWD
Q4 25
$168.5M
Q3 25
$371.2M
$160.1M
Q2 25
$407.6M
$136.6M
Q1 25
$545.3M
$112.9M
Q4 24
$1.0B
$121.6M
Q3 24
$696.9M
$105.6M
Q2 24
$539.1M
$73.0M
Q1 24
$520.7M
$85.1M
Total Debt
KMPR
KMPR
SKWD
SKWD
Q4 25
$943.5M
Q3 25
$943.1M
Q2 25
$942.6M
Q1 25
$942.1M
Q4 24
$1.4B
Q3 24
$1.4B
Q2 24
$1.4B
Q1 24
$1.4B
Stockholders' Equity
KMPR
KMPR
SKWD
SKWD
Q4 25
$2.7B
$1.0B
Q3 25
$2.7B
$961.4M
Q2 25
$370.0M
$899.9M
Q1 25
$366.0M
$850.7M
Q4 24
$2.8B
$794.0M
Q3 24
$2.8B
$797.5M
Q2 24
$358.0M
$723.6M
Q1 24
$2.6B
$692.3M
Total Assets
KMPR
KMPR
SKWD
SKWD
Q4 25
$12.5B
$4.8B
Q3 25
$12.4B
$4.6B
Q2 25
$12.6B
$4.3B
Q1 25
$12.5B
$4.0B
Q4 24
$12.6B
$3.7B
Q3 24
$12.6B
$3.6B
Q2 24
$12.6B
$3.4B
Q1 24
$12.6B
$3.2B
Debt / Equity
KMPR
KMPR
SKWD
SKWD
Q4 25
0.35×
Q3 25
0.35×
Q2 25
2.55×
Q1 25
2.57×
Q4 24
0.50×
Q3 24
0.50×
Q2 24
3.88×
Q1 24
0.54×

Cash Flow & Capital Efficiency

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

Metric
KMPR
KMPR
SKWD
SKWD
Operating Cash FlowLast quarter
$175.0M
$408.1M
Free Cash FlowOCF − Capex
$166.2M
$402.6M
FCF MarginFCF / Revenue
14.7%
104.4%
Capex IntensityCapex / Revenue
0.8%
1.4%
Cash ConversionOCF / Net Profit
9.44×
TTM Free Cash FlowTrailing 4 quarters
$553.9M
$755.2M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
KMPR
KMPR
SKWD
SKWD
Q4 25
$175.0M
$408.1M
Q3 25
$139.9M
$171.4M
Q2 25
$89.6M
$88.2M
Q1 25
$180.0M
$96.8M
Q4 24
$175.1M
$305.1M
Q3 24
$141.9M
$168.0M
Q2 24
$22.9M
$21.0M
Q1 24
$43.0M
$94.3M
Free Cash Flow
KMPR
KMPR
SKWD
SKWD
Q4 25
$166.2M
$402.6M
Q3 25
$133.4M
$168.9M
Q2 25
$82.0M
$87.1M
Q1 25
$172.3M
$96.6M
Q4 24
$165.4M
$300.9M
Q3 24
$131.4M
$167.6M
Q2 24
$5.2M
$18.4M
Q1 24
$27.7M
$94.0M
FCF Margin
KMPR
KMPR
SKWD
SKWD
Q4 25
14.7%
104.4%
Q3 25
10.8%
44.2%
Q2 25
6.7%
27.2%
Q1 25
14.4%
29.4%
Q4 24
13.9%
98.8%
Q3 24
11.1%
55.7%
Q2 24
0.5%
6.6%
Q1 24
2.4%
35.5%
Capex Intensity
KMPR
KMPR
SKWD
SKWD
Q4 25
0.8%
1.4%
Q3 25
0.5%
0.6%
Q2 25
0.6%
0.3%
Q1 25
0.6%
0.1%
Q4 24
0.8%
1.4%
Q3 24
0.9%
0.1%
Q2 24
1.6%
0.9%
Q1 24
1.3%
0.1%
Cash Conversion
KMPR
KMPR
SKWD
SKWD
Q4 25
9.44×
Q3 25
3.73×
Q2 25
1.23×
2.27×
Q1 25
1.81×
2.30×
Q4 24
1.80×
21.18×
Q3 24
1.93×
4.58×
Q2 24
0.30×
0.68×
Q1 24
0.60×
2.56×

Financial Flow Comparison

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

Revenue Breakdown by Segment

KMPR
KMPR

Specialty Property Casualty Insurance Segment$995.1M88%
Life Insurance Segment1$140.7M12%

SKWD
SKWD

Segment breakdown not available.

Related Comparisons