SKWD vs. MSFT

Last updated Apr 1, 2026

Compare and contrast key facts about Skyward Specialty Insurance Group Inc. Common Stock (SKWD) and Microsoft Corporation (MSFT).

Performance

SKWD vs. MSFT - Performance Comparison

The chart below illustrates the hypothetical performance of a $10,000 investment in Skyward Specialty Insurance Group Inc. Common Stock (SKWD) and Microsoft Corporation (MSFT). The values are adjusted to include any dividend payments, if applicable.

SKWD vs. MSFT - Yearly Performance Comparison

	2026 (YTD)	2025	2024	2023
SKWD Skyward Specialty Insurance Group Inc. Common Stock	-14.54%	1.13%	49.17%	77.38%
MSFT Microsoft Corporation	-23.28%	15.58%	12.93%	58.58%

Fundamentals

EPS SKWD : $6.09 MSFT : $15.98
PE Ratio SKWD : 7.17 MSFT : 23.16
PEG Ratio SKWD : 0.06 MSFT : 1.62
PS Ratio SKWD : 0.86 MSFT : 9.04
Total Revenue (TTM) SKWD : $1.42B MSFT : $305.45B
Gross Profit (TTM) SKWD : $687.42M MSFT : $209.50B
EBITDA (TTM) SKWD : $223.63M MSFT : $191.39B

Returns By Period

In the year-to-date period, SKWD achieves a -14.54% return, which is significantly higher than MSFT's -23.28% return.

SKWD

• 1D: -0.11%
• 1M: -6.00%
• YTD: -14.54%
• 6M: -8.16%
• 1Y: -17.46%
• 3Y*: 25.93%
• 5Y*: —
• 10Y*: —

MSFT

• 1D: 3.12%
• 1M: -5.75%
• YTD: -23.28%
• 6M: -28.23%
• 1Y: -0.64%
• 3Y*: 9.54%
• 5Y*: 9.74%
• 10Y*: 22.44%

*Multi-year figures are annualized to reflect compound growth (CAGR)

Return for Risk

SKWD vs. MSFT — Risk / Return Rank

Compare risk-adjusted metric ranks to identify better-performing investments over the past 12 months.

SKWD

SKWD Risk / Return Rank: 24
SKWD Sharpe Ratio Rank: 20
SKWD Sortino Ratio Rank: 20
SKWD Omega Ratio Rank: 21
SKWD Calmar Ratio Rank: 27
SKWD Martin Ratio Rank: 30

MSFT

MSFT Risk / Return Rank: 38
MSFT Sharpe Ratio Rank: 41
MSFT Sortino Ratio Rank: 34
MSFT Omega Ratio Rank: 35
MSFT Calmar Ratio Rank: 41
MSFT Martin Ratio Rank: 40

The rank (0–100) shows how this investment's returns compare to the risk taken. Higher = better. Based on the past 12 months of data, combining Sharpe, Sortino, and other metrics used by quantitative funds and institutional investors.

SKWD vs. MSFT - Risk-Adjusted Trends Comparison

This table presents a comparison of risk-adjusted performance metrics for Skyward Specialty Insurance Group Inc. Common Stock (SKWD) and Microsoft Corporation (MSFT). Risk-adjusted metrics are performance indicators that assess an investment's returns in relation to its risk, enabling a more accurate comparison of different investment options.

	SKWD	MSFT	Difference
Sharpe ratio Return per unit of total volatility	-0.48	-0.02	-0.46
Sortino ratio Return per unit of downside risk	-0.48	0.15	-0.63
Omega ratio Gain probability vs. loss probability	0.94	1.02	-0.08
Calmar ratio Return relative to maximum drawdown	-0.47	-0.05	-0.42
Martin ratio Return relative to average drawdown	-0.73	-0.12	-0.61
Data is calculated on a 1-year rolling basis and updated daily. The trend shows the change in the indicator over the past month.

SKWD vs. MSFT - Sharpe Ratio Comparison

The current SKWD Sharpe Ratio is -0.48, which is lower than the MSFT Sharpe Ratio of -0.02. The chart below compares the historical Sharpe Ratios of SKWD and MSFT, offering insights into how both investments have performed under varying market conditions. These values are calculated using daily returns over the previous 12 months.

Sharpe Ratios by Period

	SKWD	MSFT	Difference
Sharpe Ratio (1Y) Calculated over the trailing 1-year period	-0.48	-0.02	-0.46
Sharpe Ratio (5Y) Calculated over the trailing 5-year period	—	0.37	—
Sharpe Ratio (10Y) Calculated over the trailing 10-year period	—	0.84	—
Sharpe Ratio (All Time) Calculated using the full available price history	0.87	0.74	+0.13

Correlation

The correlation between SKWD and MSFT is 0.12, which is considered to be low. This implies their price changes are not closely related. A low correlation is generally favorable for portfolio diversification, as it helps to reduce overall risk by spreading it across multiple assets with different performance patterns.

Dividends

SKWD vs. MSFT - Dividend Comparison

SKWD has not paid dividends to shareholders, while MSFT's dividend yield for the trailing twelve months is around 0.94%.

	TTM	2025	2024	2023	2022	2021	2020	2019	2018	2017	2016	2015
SKWD Skyward Specialty Insurance Group Inc. Common Stock	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%	0.00%
MSFT Microsoft Corporation	0.94%	0.70%	0.73%	0.74%	1.06%	0.68%	0.94%	1.20%	1.69%	1.86%	2.37%	2.33%

Drawdowns

SKWD vs. MSFT - Drawdown Comparison

The maximum SKWD drawdown since its inception was -36.52%, smaller than the maximum MSFT drawdown of -69.38%. Use the drawdown chart below to compare losses from any high point for SKWD and MSFT.

Drawdown Indicators

	SKWD	MSFT	Difference
Max Drawdown Largest peak-to-trough decline	-36.52%	-69.38%	+32.86%
Max Drawdown (1Y) Largest decline over 1 year	-36.52%	-33.91%	-2.61%
Max Drawdown (5Y) Largest decline over 5 years	—	-37.15%	—
Max Drawdown (10Y) Largest decline over 10 years	—	-37.15%	—
Current Drawdown Current decline from peak	-32.80%	-31.43%	-1.37%
Average Drawdown Average peak-to-trough decline	-9.84%	-21.77%	+11.93%
Ulcer Index Depth and duration of drawdowns from previous peaks	23.34%	12.46%	+10.88%

Volatility

SKWD vs. MSFT - Volatility Comparison

Skyward Specialty Insurance Group Inc. Common Stock (SKWD) has a higher volatility of 10.39% compared to Microsoft Corporation (MSFT) at 6.48%. This indicates that SKWD's price experiences larger fluctuations and is considered to be riskier than MSFT based on this measure. The chart below showcases a comparison of their rolling one-month volatility.

Volatility by Period

	SKWD	MSFT	Difference
Volatility (1M) Calculated over the trailing 1-month period	10.39%	6.48%	+3.91%
Volatility (6M) Calculated over the trailing 6-month period	27.07%	19.15%	+7.92%
Volatility (1Y) Calculated over the trailing 1-year period	36.38%	26.46%	+9.92%
Volatility (5Y) Calculated over the trailing 5-year period, annualized	34.16%	26.19%	+7.97%
Volatility (10Y) Calculated over the trailing 10-year period, annualized	34.16%	26.89%	+7.27%

Financials

SKWD vs. MSFT - Profitability Comparison

The chart below illustrates the profitability comparison between Skyward Specialty Insurance Group Inc. Common Stock and Microsoft Corporation over time, highlighting three key metrics: Gross Profit Margin, Operating Margin, and Net Profit Margin.

SKWD - Gross Margin

Gross margin is calculated as gross profit divided by revenue. For the three months ending on Apr 2026, Skyward Specialty Insurance Group Inc. Common Stock reported a gross profit of 374.64M and revenue of 385.59M. Therefore, the gross margin over that period was 97.2%.

MSFT - Gross Margin

Gross margin is calculated as gross profit divided by revenue. For the three months ending on Apr 2026, Microsoft Corporation reported a gross profit of 55.30B and revenue of 81.27B. Therefore, the gross margin over that period was 68.0%.

SKWD - Operating Margin

Operating margin is calculated as operating income divided by revenue. For the three months ending on Apr 2026, Skyward Specialty Insurance Group Inc. Common Stock reported an operating income of -269.60M and revenue of 385.59M, resulting in an operating margin of -69.9%.

MSFT - Operating Margin

Operating margin is calculated as operating income divided by revenue. For the three months ending on Apr 2026, Microsoft Corporation reported an operating income of 38.28B and revenue of 81.27B, resulting in an operating margin of 47.1%.

SKWD - Net Margin

Net margin is calculated as net income divided by revenue. For the three months ending on Apr 2026, Skyward Specialty Insurance Group Inc. Common Stock reported a net income of 43.23M and revenue of 385.59M, resulting in a net margin of 11.2%.

MSFT - Net Margin

Net margin is calculated as net income divided by revenue. For the three months ending on Apr 2026, Microsoft Corporation reported a net income of 38.46B and revenue of 81.27B, resulting in a net margin of 47.3%.