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Side-by-side financial comparison of Lemonade, Inc. (LMND) 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 ($385.6M vs $228.1M, roughly 1.7× Lemonade, Inc.). Skyward Specialty Insurance Group, Inc. runs the higher net margin — 11.2% vs -9.5%, a 20.7% gap on every dollar of revenue. On growth, Lemonade, Inc. posted the faster year-over-year revenue change (53.3% vs 26.7%). Skyward Specialty Insurance Group, Inc. produced more free cash flow last quarter ($402.6M vs $-25.9M). Over the past eight quarters, Lemonade, Inc.'s revenue compounded faster (38.4% CAGR vs 20.6%).

Lemonade, Inc. is an American insurance company. The company offers renters' insurance, homeowners' insurance, car insurance, pet insurance, and term life insurance in the United States, as well as contents and liability policies in Germany and the Netherlands and renters' insurance in France. The company is based in New York City and has approximately 2.9 million customers. Lemonade does not hire human employees to process claims for customers, instead using artificial intelligence and chatb...

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.

LMND vs SKWD — Head-to-Head

Bigger by revenue
SKWD
SKWD
1.7× larger
SKWD
$385.6M
$228.1M
LMND
Growing faster (revenue YoY)
LMND
LMND
+26.6% gap
LMND
53.3%
26.7%
SKWD
Higher net margin
SKWD
SKWD
20.7% more per $
SKWD
11.2%
-9.5%
LMND
More free cash flow
SKWD
SKWD
$428.5M more FCF
SKWD
$402.6M
$-25.9M
LMND
Faster 2-yr revenue CAGR
LMND
LMND
Annualised
LMND
38.4%
20.6%
SKWD

Income Statement — Q4 FY2025 vs Q4 FY2025

Metric
LMND
LMND
SKWD
SKWD
Revenue
$228.1M
$385.6M
Net Profit
$-21.7M
$43.2M
Gross Margin
Operating Margin
-9.0%
14.2%
Net Margin
-9.5%
11.2%
Revenue YoY
53.3%
26.7%
Net Profit YoY
27.7%
200.1%
EPS (diluted)
$-0.27
$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
LMND
LMND
SKWD
SKWD
Q4 25
$228.1M
$385.6M
Q3 25
$194.5M
$382.5M
Q2 25
$164.1M
$319.9M
Q1 25
$151.2M
$328.5M
Q4 24
$148.8M
$304.4M
Q3 24
$136.6M
$300.9M
Q2 24
$122.0M
$279.9M
Q1 24
$119.1M
$265.0M
Net Profit
LMND
LMND
SKWD
SKWD
Q4 25
$-21.7M
$43.2M
Q3 25
$-37.5M
$45.9M
Q2 25
$-43.9M
$38.8M
Q1 25
$-62.4M
$42.1M
Q4 24
$-30.0M
$14.4M
Q3 24
$-67.7M
$36.7M
Q2 24
$-57.2M
$31.0M
Q1 24
$-47.3M
$36.8M
Operating Margin
LMND
LMND
SKWD
SKWD
Q4 25
-9.0%
14.2%
Q3 25
-18.7%
15.8%
Q2 25
-26.0%
15.6%
Q1 25
-40.6%
15.7%
Q4 24
-25.4%
6.1%
Q3 24
-48.2%
15.6%
Q2 24
-45.2%
14.4%
Q1 24
-38.0%
17.7%
Net Margin
LMND
LMND
SKWD
SKWD
Q4 25
-9.5%
11.2%
Q3 25
-19.3%
12.0%
Q2 25
-26.8%
12.1%
Q1 25
-41.3%
12.8%
Q4 24
-20.2%
4.7%
Q3 24
-49.6%
12.2%
Q2 24
-46.9%
11.1%
Q1 24
-39.7%
13.9%
EPS (diluted)
LMND
LMND
SKWD
SKWD
Q4 25
$-0.27
$1.03
Q3 25
$-0.51
$1.10
Q2 25
$-0.60
$0.93
Q1 25
$-0.86
$1.01
Q4 24
$-0.42
$0.33
Q3 24
$-0.95
$0.89
Q2 24
$-0.81
$0.75
Q1 24
$-0.67
$0.90

Balance Sheet & Financial Strength

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

Metric
LMND
LMND
SKWD
SKWD
Cash + ST InvestmentsLiquidity on hand
$399.1M
$168.5M
Total DebtLower is stronger
Stockholders' EquityBook value
$533.6M
$1.0B
Total Assets
$1.9B
$4.8B
Debt / EquityLower = less leverage

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
LMND
LMND
SKWD
SKWD
Q4 25
$399.1M
$168.5M
Q3 25
$369.4M
$160.1M
Q2 25
$398.8M
$136.6M
Q1 25
$329.7M
$112.9M
Q4 24
$403.5M
$121.6M
Q3 24
$360.9M
$105.6M
Q2 24
$387.2M
$73.0M
Q1 24
$300.8M
$85.1M
Stockholders' Equity
LMND
LMND
SKWD
SKWD
Q4 25
$533.6M
$1.0B
Q3 25
$516.2M
$961.4M
Q2 25
$527.1M
$899.9M
Q1 25
$545.5M
$850.7M
Q4 24
$593.4M
$794.0M
Q3 24
$593.0M
$797.5M
Q2 24
$635.2M
$723.6M
Q1 24
$676.4M
$692.3M
Total Assets
LMND
LMND
SKWD
SKWD
Q4 25
$1.9B
$4.8B
Q3 25
$1.9B
$4.6B
Q2 25
$1.9B
$4.3B
Q1 25
$1.9B
$4.0B
Q4 24
$1.8B
$3.7B
Q3 24
$1.8B
$3.6B
Q2 24
$1.7B
$3.4B
Q1 24
$1.6B
$3.2B

Cash Flow & Capital Efficiency

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

Metric
LMND
LMND
SKWD
SKWD
Operating Cash FlowLast quarter
$-16.5M
$408.1M
Free Cash FlowOCF − Capex
$-25.9M
$402.6M
FCF MarginFCF / Revenue
-11.4%
104.4%
Capex IntensityCapex / Revenue
4.1%
1.4%
Cash ConversionOCF / Net Profit
9.44×
TTM Free Cash FlowTrailing 4 quarters
$-69.4M
$755.2M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
LMND
LMND
SKWD
SKWD
Q4 25
$-16.5M
$408.1M
Q3 25
$4.5M
$171.4M
Q2 25
$5.5M
$88.2M
Q1 25
$-47.2M
$96.8M
Q4 24
$-11.4M
$305.1M
Q3 24
$16.3M
$168.0M
Q2 24
$-11.7M
$21.0M
Q1 24
$-29.8M
$94.3M
Free Cash Flow
LMND
LMND
SKWD
SKWD
Q4 25
$-25.9M
$402.6M
Q3 25
$2.6M
$168.9M
Q2 25
$3.4M
$87.1M
Q1 25
$-49.5M
$96.6M
Q4 24
$-20.8M
$300.9M
Q3 24
$14.1M
$167.6M
Q2 24
$-13.2M
$18.4M
Q1 24
$-32.3M
$94.0M
FCF Margin
LMND
LMND
SKWD
SKWD
Q4 25
-11.4%
104.4%
Q3 25
1.3%
44.2%
Q2 25
2.1%
27.2%
Q1 25
-32.7%
29.4%
Q4 24
-14.0%
98.8%
Q3 24
10.3%
55.7%
Q2 24
-10.8%
6.6%
Q1 24
-27.1%
35.5%
Capex Intensity
LMND
LMND
SKWD
SKWD
Q4 25
4.1%
1.4%
Q3 25
1.0%
0.6%
Q2 25
1.3%
0.3%
Q1 25
1.5%
0.1%
Q4 24
6.3%
1.4%
Q3 24
1.6%
0.1%
Q2 24
1.2%
0.9%
Q1 24
2.1%
0.1%
Cash Conversion
LMND
LMND
SKWD
SKWD
Q4 25
9.44×
Q3 25
3.73×
Q2 25
2.27×
Q1 25
2.30×
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.

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