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

Root, Inc. is the larger business by last-quarter revenue ($397.0M vs $385.6M, roughly 1.0× Skyward Specialty Insurance Group, Inc.). On growth, Skyward Specialty Insurance Group, Inc. posted the faster year-over-year revenue change (26.7% vs 21.5%). Over the past eight quarters, Root, Inc.'s revenue compounded faster (24.8% CAGR vs 20.6%).

Root Insurance Company is an online car insurance company operating in the United States.

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.

ROOT vs SKWD — Head-to-Head

Bigger by revenue
ROOT
ROOT
1.0× larger
ROOT
$397.0M
$385.6M
SKWD
Growing faster (revenue YoY)
SKWD
SKWD
+5.2% gap
SKWD
26.7%
21.5%
ROOT
Faster 2-yr revenue CAGR
ROOT
ROOT
Annualised
ROOT
24.8%
20.6%
SKWD

Income Statement — Q4 FY2025 vs Q4 FY2025

Metric
ROOT
ROOT
SKWD
SKWD
Revenue
$397.0M
$385.6M
Net Profit
$43.2M
Gross Margin
Operating Margin
2.6%
14.2%
Net Margin
11.2%
Revenue YoY
21.5%
26.7%
Net Profit YoY
200.1%
EPS (diluted)
$0.35
$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
ROOT
ROOT
SKWD
SKWD
Q4 25
$397.0M
$385.6M
Q3 25
$387.8M
$382.5M
Q2 25
$382.9M
$319.9M
Q1 25
$349.4M
$328.5M
Q4 24
$326.7M
$304.4M
Q3 24
$305.7M
$300.9M
Q2 24
$289.2M
$279.9M
Q1 24
$254.9M
$265.0M
Net Profit
ROOT
ROOT
SKWD
SKWD
Q4 25
$43.2M
Q3 25
$-5.4M
$45.9M
Q2 25
$22.0M
$38.8M
Q1 25
$18.4M
$42.1M
Q4 24
$14.4M
Q3 24
$22.8M
$36.7M
Q2 24
$-7.8M
$31.0M
Q1 24
$-6.2M
$36.8M
Operating Margin
ROOT
ROOT
SKWD
SKWD
Q4 25
2.6%
14.2%
Q3 25
0.1%
15.8%
Q2 25
7.1%
15.6%
Q1 25
6.8%
15.7%
Q4 24
10.7%
6.1%
Q3 24
11.3%
15.6%
Q2 24
1.3%
14.4%
Q1 24
2.1%
17.7%
Net Margin
ROOT
ROOT
SKWD
SKWD
Q4 25
11.2%
Q3 25
-1.4%
12.0%
Q2 25
5.7%
12.1%
Q1 25
5.3%
12.8%
Q4 24
4.7%
Q3 24
7.5%
12.2%
Q2 24
-2.7%
11.1%
Q1 24
-2.4%
13.9%
EPS (diluted)
ROOT
ROOT
SKWD
SKWD
Q4 25
$0.35
$1.03
Q3 25
$-0.35
$1.10
Q2 25
$1.29
$0.93
Q1 25
$1.07
$1.01
Q4 24
$1.42
$0.33
Q3 24
$1.35
$0.89
Q2 24
$-0.52
$0.75
Q1 24
$-0.42
$0.90

Balance Sheet & Financial Strength

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

Metric
ROOT
ROOT
SKWD
SKWD
Cash + ST InvestmentsLiquidity on hand
$669.3M
$168.5M
Total DebtLower is stronger
$200.3M
Stockholders' EquityBook value
$284.3M
$1.0B
Total Assets
$1.7B
$4.8B
Debt / EquityLower = less leverage
0.70×

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
ROOT
ROOT
SKWD
SKWD
Q4 25
$669.3M
$168.5M
Q3 25
$653.3M
$160.1M
Q2 25
$641.4M
$136.6M
Q1 25
$609.4M
$112.9M
Q4 24
$599.3M
$121.6M
Q3 24
$674.8M
$105.6M
Q2 24
$667.2M
$73.0M
Q1 24
$640.5M
$85.1M
Total Debt
ROOT
ROOT
SKWD
SKWD
Q4 25
$200.3M
Q3 25
$200.4M
Q2 25
$200.1M
Q1 25
$200.0M
Q4 24
$200.1M
Q3 24
$300.9M
Q2 24
$300.1M
Q1 24
$299.3M
Stockholders' Equity
ROOT
ROOT
SKWD
SKWD
Q4 25
$284.3M
$1.0B
Q3 25
$265.0M
$961.4M
Q2 25
$244.5M
$899.9M
Q1 25
$228.7M
$850.7M
Q4 24
$203.7M
$794.0M
Q3 24
$181.9M
$797.5M
Q2 24
$151.3M
$723.6M
Q1 24
$165.7M
$692.3M
Total Assets
ROOT
ROOT
SKWD
SKWD
Q4 25
$1.7B
$4.8B
Q3 25
$1.6B
$4.6B
Q2 25
$1.6B
$4.3B
Q1 25
$1.6B
$4.0B
Q4 24
$1.5B
$3.7B
Q3 24
$1.6B
$3.6B
Q2 24
$1.5B
$3.4B
Q1 24
$1.4B
$3.2B
Debt / Equity
ROOT
ROOT
SKWD
SKWD
Q4 25
0.70×
Q3 25
0.76×
Q2 25
0.82×
Q1 25
0.87×
Q4 24
0.98×
Q3 24
1.65×
Q2 24
1.98×
Q1 24
1.81×

Cash Flow & Capital Efficiency

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

Metric
ROOT
ROOT
SKWD
SKWD
Operating Cash FlowLast quarter
$206.5M
$408.1M
Free Cash FlowOCF − Capex
$402.6M
FCF MarginFCF / Revenue
104.4%
Capex IntensityCapex / Revenue
0.0%
1.4%
Cash ConversionOCF / Net Profit
9.44×
TTM Free Cash FlowTrailing 4 quarters
$755.2M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
ROOT
ROOT
SKWD
SKWD
Q4 25
$206.5M
$408.1M
Q3 25
$57.6M
$171.4M
Q2 25
$52.0M
$88.2M
Q1 25
$26.8M
$96.8M
Q4 24
$195.7M
$305.1M
Q3 24
$49.4M
$168.0M
Q2 24
$62.6M
$21.0M
Q1 24
$14.5M
$94.3M
Free Cash Flow
ROOT
ROOT
SKWD
SKWD
Q4 25
$402.6M
Q3 25
$168.9M
Q2 25
$87.1M
Q1 25
$96.6M
Q4 24
$195.3M
$300.9M
Q3 24
$167.6M
Q2 24
$62.4M
$18.4M
Q1 24
$14.3M
$94.0M
FCF Margin
ROOT
ROOT
SKWD
SKWD
Q4 25
104.4%
Q3 25
44.2%
Q2 25
27.2%
Q1 25
29.4%
Q4 24
59.8%
98.8%
Q3 24
55.7%
Q2 24
21.6%
6.6%
Q1 24
5.6%
35.5%
Capex Intensity
ROOT
ROOT
SKWD
SKWD
Q4 25
0.0%
1.4%
Q3 25
0.0%
0.6%
Q2 25
0.0%
0.3%
Q1 25
0.0%
0.1%
Q4 24
0.1%
1.4%
Q3 24
0.0%
0.1%
Q2 24
0.1%
0.9%
Q1 24
0.1%
0.1%
Cash Conversion
ROOT
ROOT
SKWD
SKWD
Q4 25
9.44×
Q3 25
3.73×
Q2 25
2.36×
2.27×
Q1 25
1.46×
2.30×
Q4 24
21.18×
Q3 24
2.17×
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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