BWIN vs GWRE vs RYAN Stock Comparison

Baldwin Insurance, Guidewire Software and Ryan Specialty Holdings Prices as of Oct 26, 2026 Peers: Industry group

Head to Head

11 decided of 12

Guidewire Software leads on 6 of the 12 questions below (Guidewire Software 6, Ryan Specialty Holdings 3, Baldwin Insurance 2). Which ones matter depends on what you are buying for; a cheap multiple and slow growth often come together.

QuestionBWINGWRERYANLeader
Larger companyMarket capitalisation $2.96B $14.67B $5.26B GWRE
Cheaper on earningsLower P/E, profitable companies only -36.4x 105.3x 53.1x RYAN
Cheaper on forward earningsLower price / next fiscal year consensus EPS 14.9x 44.9x 19.2x BWIN
Faster revenue growthRevenue growth, trailing twelve months +7.6% +22.7% +14.4% GWRE
More profitableNet margin, trailing twelve months -611.2% 9.4% 3.1% GWRE
Better return on capitalReturn on invested capital -1.5% 6.6% 8.7% RYAN
Less leveragedLower net debt / EBITDA 28.2x -0.4x 4.6x GWRE
Higher dividend yieldTrailing dividend yield 0.00% 0.00% 0.01% –
Better 1-year returnPrice return, last 12 months +36.3% -26.6% -16.5% BWIN
Better 5-year returnAnnualised price return, 5 years -2.8%/yr +8.3%/yr +3.8%/yr GWRE
Less volatileAnnualised volatility, 1 year 58.8% 62.3% 44.9% RYAN
Higher overall scoreMean of the five percentile scores vs peers 17/100 67/100 35/100 GWRE

Percentile Scorecard

BWINGWRERYAN

Each axis is the mean percentile of its metrics against the company's industry group. 100 is the best in the group, 50 the middle.

Scores by Axis

AxisBWINGWRERYAN
Valuation 2 #117 of 119 39 #61 of 99 8 #110 of 119
Growth 33 #77 of 115 88 #12 of 94 53 #55 of 115
Profitability 8 #104 of 113 78 #21 of 90 48 #59 of 113
Financial Health 4 #109 of 114 75 #27 of 105 3 #111 of 114
Shareholder Returns 37 #68 of 107 53 #29 of 61 62 #41 of 107
Overall 17 67 35
  • BWIN ranked among 126 companies in Insurance
  • GWRE ranked among 109 companies in Fintech
  • RYAN ranked among 126 companies in Insurance

Price Performance

Price return, split-adjusted, before dividends. Click a name to hide or show it.

Returns

PeriodBWINGWRERYANSPY
1 month +0.4%+26.3%+17.4% -0.8%
3 months +16.8%+23.2%+2.9% +3.5%
6 months +31.2%+34.6%+28.0% +7.0%
Year to date +33.1%-8.5%-13.9% +12.2%
1 year +36.3%-26.6%-16.5% +13.0%
3 years +51.7%+113.9%-1.7% +86.3%
3 years, per year +14.9%+28.9%-0.6% +23.1%
5 years -13.4%+49.0%+20.4% +68.6%
5 years, per year -2.8%+8.3%+3.8% +11.0%
10 years —+216.6%— +258.0%
10 years, per year —+12.2%— +13.6%

Risk

MeasureBWINGWRERYANSPY
Volatility, 1Y 58.8%62.3%44.9% 12.7%
Downside volatility, 1Y 50.5%63.5%46.9% 12.7%
Beta vs S&P 500, 1Y -0.020.69-0.32 1.00
Return / volatility, 1Y 0.62-0.43-0.37 1.02
Max drawdown, 5Y -70.2%-60.8%-61.3% -25.4%
From 52-week high 0.0%-27.3%-23.8% -1.8%
52-week high $32.00$253.05$58.38 $779.14
52-week low $16.50$102.69$29.39 $631.97

Valuation History

Weekly multiples on trailing twelve-month fundamentals. Negative or extreme readings (a loss year, a collapsed denominator) are left out so the chart stays readable.

MultipleBWINGWRERYAN
P/E now vs peer median -36.5xmedian 10.6x 111.2xmedian 20.6x 56.2xmedian 10.6x
P/S now vs peer median 335.6xmedian 1.4x 10.2xmedian 2.3x 3.5xmedian 1.4x
EV/EBITDA now vs peer median 83.6xmedian 7.6x 70.5xmedian 15.4x 19.5xmedian 7.6x
P/FCF now vs peer median 102.1xmedian 8.6x 39.9xmedian 16.4x 23.1xmedian 8.6x
P/B now vs peer median 3.1xmedian 1.5x 12.6xmedian 1.9x 11.2xmedian 1.5x
PEG now vs peer median -1.65median 0.52 2.35median 1.05 -12.80median 0.52

Financial History

Reported figures by fiscal period, placed on the calendar year (or quarter) each period ended in, so companies with different fiscal years line up.

Trailing twelve monthsBWINGWRERYAN
Revenue $13.29M $1.48B $3.22B
Gross profit – $947.37M –
Operating income -$119.63M $149.87M $477.27M
Net income -$127.55M $139.28M $242.82M
Free cash flow $43.71M $377.66M $492.78M
R&D – $340.10M –
EPS (diluted) $-0.88 $1.63 $0.75
Cash & equivalents $184.50M $372.89M $140.12M
Total debt $2.45B $678.09M $3.63B
Shares (diluted) 92.76M 85.41M 131.33M
Enterprise value $2.41B $11.24B $4.63B

All Metrics

58 metrics · best in bold

Bold marks the best reading: the lowest positive value for multiples, leverage and payout, the highest for everything else. The bar under each value is its percentile against that company's own peers. Hover a value for its rank and the peer median.

Valuation

12 metrics
MetricBWINGWRERYAN
P/E -36.5x 111.2x 56.2x
P/FCF 102.1x 39.9x 23.1x
P/Operating cash flow 49.1x 38.7x 20.3x
P/S 335.6x 10.2x 3.5x
P/B 3.1x 12.6x 11.2x
P/Tangible book -154.5x 12.8x 12.8x
EV/EBITDA 83.6x 70.5x 19.5x
EV/EBIT -56.2x 100.1x 31.1x
EV/Revenue 506.2x 10.2x 4.6x
EV/FCF 153.9x 39.7x 30.1x
EV/Operating cash flow 74.1x 38.5x 26.6x
PEG (3Y EPS CAGR) -1.65 2.35 -12.80

Growth

14 metrics
MetricBWINGWRERYAN
Revenue growth (1Y) 7.6% 22.7% 14.4%
Revenue CAGR (3Y) -76.2% 17.7% 19.4%
Gross profit growth (1Y) – 26.0% –
Gross profit CAGR (3Y) – 27.4% –
Operating income growth (1Y) -227.4% 264.9% -1.0%
Operating income CAGR (3Y) -3.1% 44.3% 12.7%
Net income growth (1Y) -331.5% 99.5% 26.8%
Net income CAGR (3Y) 15.0% 48.1% 7.5%
EPS growth (1Y) -235.3% 100.7% 271.3%
EPS CAGR (3Y) 22.1% 47.3% -4.4%
Operating cash flow growth (1Y) 279.4% 29.5% -2.2%
Operating cash flow CAGR (3Y) 34.1% 116.5% 21.0%
Free cash flow growth (1Y) 146.9% 28.0% -3.3%
Free cash flow CAGR (3Y) 36.2% 126.3% 18.7%

Profitability

14 metrics
MetricBWINGWRERYAN
Gross margin – 64.2% –
EBITDA margin 605.3% 14.4% 23.7%
Operating margin -900.0% 10.2% 14.8%
Pretax margin -2,082% 11.1% 8.8%
Net margin -611.2% 9.4% 3.1%
FCF margin 328.8% 25.6% 15.3%
Operating cash flow margin 682.9% 26.4% 17.4%
Return on equity -8.9% 11.1% 21.7%
Return on assets -2.2% 5.4% 2.1%
Return on invested capital -1.5% 6.6% 8.7%
Return on capital employed -2.8% 7.9% 9.9%
Asset turnover 0.0x 0.6x 0.3x
Cash conversion (OCF / net income) -0.7x 2.8x 2.3x
Stock comp / revenue 563.3% 12.3% 2.1%

Financial Health

11 metrics
MetricBWINGWRERYAN
Debt / assets 39.7% 26.3% 30.4%
Debt / equity 1.7x 0.6x 3.6x
Net debt / EBITDA 28.2x -0.4x 4.6x
Debt / FCF 56.1x 1.8x 7.4x
Liabilities / assets 77.0% 53.7% 91.5%
Equity / assets 23.0% 46.3% 8.5%
Interest coverage – 11.2x –
Current ratio 1.1x 1.8x 1.0x
Quick ratio 0.6x 1.6x 0.1x
Cash ratio 0.1x 1.1x 0.0x
Altman Z-score 0.44 6.99 1.04

Shareholder Returns

7 metrics
MetricBWINGWRERYAN
Dividend yield – – 1.1%
Net buyback yield 2.8% 2.9% 2.6%
Shareholder yield 2.8% 2.9% 3.8%
Payout ratio (earnings) – – 27.0%
Payout ratio (FCF) – – 13.3%
Dividend growth (1Y) – – 13.6%
Dividend CAGR (3Y) – – 65.1%

Analyst Estimates

Solid lines are reported fiscal-year results; dashed lines are the consensus for the years ahead. Hover a year for the analysts' high and low, and how each result compared with its estimate.

ConsensusBWINGWRERYAN
Forward P/E 14.9xFY2026 44.9xFY2027 19.2xFY2026
EPS, next fiscal year $2.14FY2026 $4.10FY2027 $2.31FY2026
EPS growth, next FY +28.1%FY2026 +19.5%FY2027 +17.9%FY2026
EPS growth, the year after +20.6% +34.9% +10.8%
Revenue, next fiscal year $2.08BFY2026 $1.61BFY2027 $3.10BFY2026
Revenue growth, next FY +38.8%FY2026 +8.5%FY2027 +1.6%FY2026
Revenue growth, the year after +1.6% +30.2% +10.4%

Institutional Ownership

13F filings, quarter ended Jun 30, 2026
HoldersBWINGWRERYAN
Held by institutions 64.5% 99.3% 45.6%
Institutions holding 229 546 369
Change in shares held, QoQ +0.2% -1.0% +5.0%
Institutions buying 112 248 198
Institutions selling 76 226 134
Buyers to sellers 1.47 1.10 1.48

Return Correlation

Daily returns, last 12 months

1.00 means two stocks move in lockstep, 0 that they move independently. Pairs below about 0.5 diversify each other.

BWINGWRERYAN
BWIN 1.00 0.21 0.35
GWRE 0.21 1.00 0.30
RYAN 0.35 0.30 1.00

Add a Peer

Largest companies in the same industry

Related Comparisons

Frequently Asked Questions

Which is bigger, BWIN, GWRE and RYAN?

Guidewire Software (GWRE) is the largest by market capitalisation: Baldwin Insurance (BWIN) $2.96B, Guidewire Software (GWRE) $14.67B, Ryan Specialty Holdings (RYAN) $5.26B.

Which stock is cheaper, BWIN, GWRE and RYAN?

Ryan Specialty Holdings (RYAN) trades on the lowest price-to-earnings ratio (Baldwin Insurance (BWIN) -36.4x, Guidewire Software (GWRE) 105.3x, Ryan Specialty Holdings (RYAN) 53.1x). On next year's consensus earnings, Baldwin Insurance (BWIN) is cheapest (Baldwin Insurance (BWIN) 14.9x, Guidewire Software (GWRE) 44.9x, Ryan Specialty Holdings (RYAN) 19.2x). A lower multiple can reflect slower expected growth, so read it next to the growth figures.

Which company is growing faster?

Guidewire Software (GWRE) grew revenue fastest over the trailing twelve months: Baldwin Insurance (BWIN) +7.6%, Guidewire Software (GWRE) +22.7%, Ryan Specialty Holdings (RYAN) +14.4%.

Which company is more profitable?

Guidewire Software (GWRE) has the highest net margin (Baldwin Insurance (BWIN) -611.2%, Guidewire Software (GWRE) 9.4%, Ryan Specialty Holdings (RYAN) 3.1%). On return on invested capital, Ryan Specialty Holdings (RYAN) leads (Baldwin Insurance (BWIN) -1.5%, Guidewire Software (GWRE) 6.6%, Ryan Specialty Holdings (RYAN) 8.7%).

Which stock has performed better?

Over the past year Baldwin Insurance (BWIN) returned the most: Baldwin Insurance (BWIN) +36.3%, Guidewire Software (GWRE) -26.6%, Ryan Specialty Holdings (RYAN) -16.5%. Over five years, Guidewire Software (GWRE) compounded fastest (Baldwin Insurance (BWIN) -2.8%/yr, Guidewire Software (GWRE) +8.3%/yr, Ryan Specialty Holdings (RYAN) +3.8%/yr). Returns are price only, before dividends.

Which pays a higher dividend?

Only one of these companies pays a dividend: Baldwin Insurance (BWIN) 0.00%, Guidewire Software (GWRE) 0.00%, Ryan Specialty Holdings (RYAN) 0.01%. Baldwin Insurance (BWIN) and Guidewire Software (GWRE) pays no regular dividend.

Which stock is riskier?

By one-year price volatility, Ryan Specialty Holdings (RYAN) has been the steadiest (Baldwin Insurance (BWIN) 58.8%, Guidewire Software (GWRE) 62.3%, Ryan Specialty Holdings (RYAN) 44.9%). Volatility measures how widely the price swings, not the risk of the business.

Which is the better stock, BWIN, GWRE and RYAN?

There is no single answer; it depends on what you are buying for. On the 12 head-to-head measures on this page, Guidewire Software (GWRE) leads on 6. Business Quant does not give investment advice; use the comparison as a starting point for your own research.

Data from SEC filings, exchange prices and consensus estimates, via Business Quant. Percentile scores compare each company with its own peer group, so two companies' scores are each relative to different peers unless you rank against the whole market. Price returns exclude dividends. Nothing on this page is investment advice.