MS

Morgan Stanley

62
Fundamentals71/ 100
Valuation48/ 100
Upside potential73/ 100
Risk potential11/ 100

MS has the edge over SKWD overall, supported by stronger modeled upside and stronger fundamentals.

SKWD

Skyward Specialty Insurance Group, Inc.

59
Fundamentals59/ 100
Valuation53/ 100
Upside potential57/ 100
Risk potential19/ 100

SKWD offers stronger valuation, but that advantage does not outweigh its weaker overall profile.

MS Fundamentals

MetricStatus
Healthy
Strong
N/A
N/A

MS's revenue and profitability are currently healthy. Free cash flow and net leverage aren't meaningful measures for financial services companies like MS.

SKWD Fundamentals

MetricStatus
Strong
Healthy
N/A
N/A

SKWD's revenue and profitability are currently healthy. Free cash flow and net leverage aren't meaningful measures for financial services companies like SKWD.

MS PE Valuation

CHEAPFAIREXPENSIVE5.5x11x17x22x
CHEAPFAIREXPENSIVE5.5x11x17x22x
LevelPEPriceVs current
Cheap11x$134-29%
Fair14x$178-5.7%
Forward14x$189—
Current15x$189—
Expensive18x$223+18%

Historical ranges are pointers, not guarantees.

MS's PE is in its fair range at 15x. If earnings grow as analysts expect, today's price would be 14x next year's earnings.

SKWD PE Valuation

CHEAPFAIREXPENSIVE6.4x13x19x26x
CHEAPFAIREXPENSIVE6.4x13x19x26x
LevelPEPriceVs current
Forward12x$62.67—
Cheap13x$56.39-10%
Fair15x$63.66+1.6%
Current15x$62.67—
Expensive18x$78.45+25%

Historical ranges are pointers, not guarantees.

SKWD has the edge over MS in the historical PE scenario, which offers more potential upside but is not a forecast.

MS Forward outlook

MetricOutlook
Improving
Growth
Growth
Improving
Limited
Moderate

MS has the edge over SKWD on the outlook, with more favorable profitability expectations.

SKWD Forward outlook

MetricOutlook
Improving
Growth
Growth
Stable
Limited
Moderate

Analysts expect earnings and revenue growth for SKWD, with profitability holding steady.

MS Risk to reward

ScenarioChangePrice
Upside+29%$243.85
Downside-11%$168.44

Calculated from the latest close: $189.17 on Nov 12.

MS has a better modeled risk to reward balance than SKWD, with more potential upside and less potential downside.

SKWD Risk to reward

ScenarioChangePrice
Upside+25%$78.49
Downside-19%$50.63

Calculated from the latest close: $62.67 on Nov 12.

SKWD trails MS on modeled risk to reward, with less potential upside and more potential downside.

MS Earnings Per Share

Q4 2023: $5.18Q1 2024: $5.50Q2 2024: $6.08Q3 2024: $6.58Q4 2024: $7.95Q1 2025: $8.53Q2 2025: $8.84Q3 2025: $9.76Q4 2025: $10.21Q1 2026: $11.04Q2 2026: $12.37Q3 2026: $12.60Forward: $13.39
Q4 2023: $5.18Q1 2024: $5.50Q2 2024: $6.08Q3 2024: $6.58Q4 2024: $7.95Q1 2025: $8.53Q2 2025: $8.84Q3 2025: $9.76Q4 2025: $10.21Q1 2026: $11.04Q2 2026: $12.37Q3 2026: $12.60Forward: $13.39
QuarterTTM EPSYoY
Forward$13.39+6.3%
Q3 2026$12.60+29%
Q2 2026$12.37+40%
Q1 2026$11.04+29%
Q4 2025$10.21+28%
Q3 2025$9.76+48%
Q2 2025$8.84+45%
Q1 2025$8.53+55%
Q4 2024$7.95+53%

MS has the edge over SKWD on earnings, with stronger typical year-over-year growth.

SKWD Earnings Per Share

Q4 2023: $2.24Q1 2024: $2.72Q2 2024: $2.96Q3 2024: $3.28Q4 2024: $2.87Q1 2025: $2.98Q2 2025: $3.16Q3 2025: $3.37Q4 2025: $4.07Q1 2026: $4.15Q2 2026: $4.29Q3 2026: $4.28Forward: $5.32
Q4 2023: $2.24Q1 2024: $2.72Q2 2024: $2.96Q3 2024: $3.28Q4 2024: $2.87Q1 2025: $2.98Q2 2025: $3.16Q3 2025: $3.37Q4 2025: $4.07Q1 2026: $4.15Q2 2026: $4.29Q3 2026: $4.28Forward: $5.32
QuarterTTM EPSYoY
Forward$5.32+24%
Q3 2026$4.28+27%
Q2 2026$4.29+36%
Q1 2026$4.15+39%
Q4 2025$4.07+42%
Q3 2025$3.37+2.7%
Q2 2025$3.16+6.8%
Q1 2025$2.98+9.6%
Q4 2024$2.87+28%

SKWD's earnings per share have climbed steadily: $4.28 over the past year, up 27% from the year before, and higher year over year every quarter since late 2021.

MS Quarterly Revenue

Q4 2023: $12.9BQ1 2024: $15.1BQ2 2024: $15BQ3 2024: $15.4BQ4 2024: $16.2BQ1 2025: $17.7BQ2 2025: $16.8BQ3 2025: $18.2BQ4 2025: $17.9BQ1 2026: $20.6BQ2 2026: $21.3BQ3 2026: $20.3B
Q4 2023: $12.9BQ1 2024: $15.1BQ2 2024: $15BQ3 2024: $15.4BQ4 2024: $16.2BQ1 2025: $17.7BQ2 2025: $16.8BQ3 2025: $18.2BQ4 2025: $17.9BQ1 2026: $20.6BQ2 2026: $21.3BQ3 2026: $20.3B
QuarterRevenueYoY
Q3 2026$20.3B+12%
Q2 2026$21.3B+27%
Q1 2026$20.6B+16%
Q4 2025$17.9B+10%
Q3 2025$18.2B+18%
Q2 2025$16.8B+12%
Q1 2025$17.7B+17%
Q4 2024$16.2B+26%

MS's revenue has grown year over year for 14 quarters in a row: $20.3B last quarter, up 12% from the same quarter a year ago.

SKWD Quarterly Revenue

Q4 2023: $246MQ1 2024: $265MQ2 2024: $280MQ3 2024: $301MQ4 2024: $304MQ1 2025: $329MQ2 2025: $320MQ3 2025: $383MQ4 2025: $386MQ1 2026: $476MQ2 2026: $490MQ3 2026: $455M
Q4 2023: $246MQ1 2024: $265MQ2 2024: $280MQ3 2024: $301MQ4 2024: $304MQ1 2025: $329MQ2 2025: $320MQ3 2025: $383MQ4 2025: $386MQ1 2026: $476MQ2 2026: $490MQ3 2026: $455M
QuarterRevenueYoY
Q3 2026$455.3M+19%
Q2 2026$489.5M+53%
Q1 2026$475.9M+45%
Q4 2025$385.6M+27%
Q3 2025$382.5M+27%
Q2 2025$319.9M+14%
Q1 2025$328.5M+24%
Q4 2024$304.4M+24%

SKWD has the edge over MS on sales, with stronger typical year-over-year growth.

MS Free Cash Flow

Q4 2023: −$17.8BQ1 2024: $4.4BQ2 2024: $2.5BQ3 2024: −$17.3BQ4 2024: $11.8BQ1 2025: −$24BQ2 2025: $11.8BQ3 2025: −$3.3BQ4 2025: −$2.4BQ1 2026: −$7.1BQ2 2026: −$2.7BQ3 2026: −$46B
Q4 2023: −$17.8BQ1 2024: $4.4BQ2 2024: $2.5BQ3 2024: −$17.3BQ4 2024: $11.8BQ1 2025: −$24BQ2 2025: $11.8BQ3 2025: −$3.3BQ4 2025: −$2.4BQ1 2026: −$7.1BQ2 2026: −$2.7BQ3 2026: −$46B
QuarterFree cash flowYoY
Q3 2026-$46B-$42.7B
Q2 2026-$2.7B-123%
Q1 2026-$7.1B+$16.9B
Q4 2025-$2.4B-120%
Q3 2025-$3.3B+$14B
Q2 2025$11.8B+368%
Q1 2025-$24B-650%
Q4 2024$11.8B+$29.6B

SKWD has the stronger cash trend. Its trailing FCF is up 76% versus its history, compared with MS at down 492%.

SKWD Free Cash Flow

Q4 2023: --Q1 2024: $94MQ2 2024: $18MQ3 2024: $168MQ4 2024: $21MQ1 2025: $97MQ2 2025: $87MQ3 2025: $169MQ4 2025: $50MQ1 2026: --Q2 2026: --Q3 2026: --
Q4 2023: --Q1 2024: $94MQ2 2024: $18MQ3 2024: $168MQ4 2024: $21MQ1 2025: $97MQ2 2025: $87MQ3 2025: $169MQ4 2025: $50MQ1 2026: --Q2 2026: --Q3 2026: --
QuarterFree cash flowYoY
Q4 2025$50.1M+140%
Q3 2025$168.9M+0.8%
Q2 2025$87.1M+372%
Q1 2025$96.6M+2.7%
Q3 2024$167.6M+52%
Q2 2024$18.4M+2589%
Q1 2024$94M-12%
Q3 2023$110.1M+82%

SKWD's free cash flow was $403M over the past year, up 34% from the year before. Free cash flow isn't a meaningful measure for financial services companies like SKWD.

MS Total Shares

Q4 2023: 1.6BQ1 2024: 1.6BQ2 2024: 1.6BQ3 2024: 1.6BQ4 2024: 1.6BQ1 2025: 1.6BQ2 2025: 1.6BQ3 2025: 1.6BQ4 2025: 1.6BQ1 2026: 1.6BQ2 2026: 1.6BQ3 2026: 1.6B
Q4 2023: 1.6BQ1 2024: 1.6BQ2 2024: 1.6BQ3 2024: 1.6BQ4 2024: 1.6BQ1 2025: 1.6BQ2 2025: 1.6BQ3 2025: 1.6BQ4 2025: 1.6BQ1 2026: 1.6BQ2 2026: 1.6BQ3 2026: 1.6B
PeriodChange %Net change
Quarterly-0.2%-3M shares
1 year-1.5%-24M shares
3 years-4.7%-77M shares
5 years-14%-246M shares
Available history-4.5%-74M shares

MS has the edge over SKWD on shareholder dilution, with a more favorable share count trend.

SKWD Total Shares

Q4 2023: 38MQ1 2024: 41MQ2 2024: 41MQ3 2024: 41MQ4 2024: 41MQ1 2025: 42MQ2 2025: 42MQ3 2025: 42MQ4 2025: 42MQ1 2026: 45MQ2 2026: 46MQ3 2026: 46M
Q4 2023: 38MQ1 2024: 41MQ2 2024: 41MQ3 2024: 41MQ4 2024: 41MQ1 2025: 42MQ2 2025: 42MQ3 2025: 42MQ4 2025: 42MQ1 2026: 45MQ2 2026: 46MQ3 2026: 46M
PeriodChange %Net change
Quarterly+0.2%+107K shares
1 year+9.4%+3.9M shares
3 years+19%+7.4M shares
5 years+26%+9.5M shares
Available history+22%+8.2M shares

SKWD has 46M diluted shares, up 9.4% from a year ago.

MS Net Leverage

Q4 2023: 10.7xQ1 2024: 9.8xQ2 2024: 9.8xQ3 2024: 10.2xQ4 2024: 7.9xQ1 2025: 8.7xQ2 2025: 8.7xQ3 2025: 8.4xQ4 2025: 8.6xQ1 2026: 8.2xQ2 2026: 7.3xQ3 2026: 7.8x
Q4 2023: 10.7xQ1 2024: 9.8xQ2 2024: 9.8xQ3 2024: 10.2xQ4 2024: 7.9xQ1 2025: 8.7xQ2 2025: 8.7xQ3 2025: 8.4xQ4 2025: 8.6xQ1 2026: 8.2xQ2 2026: 7.3xQ3 2026: 7.8x
QuarterNet LeverageStatus
Q3 20267.8xHigh
Q2 20267.3xHigh
Q1 20268.2xHigh
Q4 20258.6xHigh
Q3 20258.4xHigh
Q2 20258.7xHigh
Q1 20258.7xHigh
Q4 20247.9xHigh

MS's net debt is about 7.8 years of its operating earnings (EBITDA), down from 8.4 years a year ago. Net leverage isn't a meaningful measure for financial services companies like MS.

SKWD Net Leverage

QuarterNet LeverageStatus
Q4 20221.4xHealthy
Q3 20223.0xElevated
Q2 20220.7xVery low
Q1 20220.6xVery low
Q4 20211.6xHealthy
Q3 20210.7xVery low

SKWD's net debt is about 1.4 years of its operating earnings (EBITDA), down from 1.6 years a year ago. Net leverage isn't a meaningful measure for financial services companies like SKWD.

MS Weekly Momentum

MetricValueStatus
RSI45.0Neutral
Stochastic18.7Oversold

MS's weekly RSI is 45 (neutral) and its Stochastic is 19 (oversold).

SKWD Weekly Momentum

MetricValueStatus
RSI63.2Neutral
Stochastic64.5Neutral

SKWD's weekly RSI is 63 (neutral) and its Stochastic is 64 (neutral).

MS PE vs Financial Services Sector

MetricMSSector medianRelative
PE15x13x15% above
PE %59634 pts below

MS is trading at 15x earnings, a 15% premium to the Financial Services sector's median of 13x.

SKWD PE vs Financial Services Sector

MetricSKWDSector medianRelative
PE15x13x12% above
PE %435310 pts below

SKWD has the edge over MS on valuation relative to its sector.

MS Weekly Moving Averages

Moving averageMA priceRelative
8 week MA$186.51.5% above
20 week MA$203.36.9% below
50 week MA$191.91.4% below
100 week MA$164.915% above
200 week MA$129.346% above

MS's trend is mixed: it's above three of its five weekly moving averages, and 46% above its 200-week average.

SKWD Weekly Moving Averages

Moving averageMA priceRelative
8 week MA$59.06.3% above
20 week MA$59.16.1% above
50 week MA$51.821% above
100 week MA$51.422% above
200 week MA$41.750% above

SKWD has the edge over MS on trend strength, trading above more of its moving averages.

MS Yearly ROI

YearStart priceEnd priceROI
2020$51.1$68.1+33%
2021$68.1$99.3+46%
2022$99.3$86.1-13%
2023$86.1$93.3+8.3%
2024$93.3$126.8+36%
2025$126.8$181.9+43%
2026 YTD$181.9$189.2+4%

MS has finished higher in five of the last six years. It's up 4% so far in 2026.

SKWD Yearly ROI

YearStart priceEnd priceROI
2023$19.1$33.9+77%
2024$33.9$50.8+50%
2025$50.8$51.9+2.1%
2026 YTD$51.9$62.7+21%

SKWD has the edge over MS on returns for 2026, with the stronger performance.

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