RYAN vs SPY

Comparison between Ryan Specialty Holdings Inc Class A (RYAN, Company) and SPDR S&P 500 ETF Trust (SPY, ETF).

5-Year PerformanceSPY has outperformed RYAN, delivering a return of +14.0% compared to +3.2%

RYAN vs SPY - Performance Comparison

Log

Key Characteristics

Financial metrics and valuation ratios

Metric	RYAN(COMPANY)	SPY(ETF)
Market Cap / Net Assets	$9.72B	$735B
Expense Ratio	N/A	0.09%
Max Drawdown	61.29%	56.47%
Sharpe Ratio	-2.01	1.87
5Y Beta	0.36	1.00
Industry	Insurance - Specialty	N/A
P/E Ratio	310.05	28.55
Forward P/E	15.34	21.99
Dividend Yield	1.56%	N/A
5Y Dividends CAGR	N/A	5.43%
5Y EPS CAGR	-29.84%	25.29%
Debt to Equity	544.80%	22.22%
Free Cash Flow Yield	5.92%	N/A
P/S Ratio	2.97	3.63
P/B Ratio	6.65	5.45

Market Cap / Net Assets

RYAN

$9.72B

Winner

SPY

$735B

Expense Ratio

RYAN

N/A

SPY

0.09%

Max Drawdown

RYAN

61.29%

Winner

SPY

56.47%

Sharpe Ratio

RYAN

-2.01

Winner

SPY

1.87

5Y Beta

Winner

RYAN

0.36

SPY

1.00

Industry

RYAN

Insurance - Specialty

SPY

N/A

P/E Ratio

RYAN

310.05

Winner

SPY

28.55

Forward P/E

Winner

RYAN

15.34

SPY

21.99

Dividend Yield

RYAN

1.56%

SPY

N/A

5Y Dividends CAGR

RYAN

N/A

SPY

5.43%

5Y EPS CAGR

RYAN

-29.84%

Winner

SPY

25.29%

Debt to Equity

RYAN

544.80%

Winner

SPY

22.22%

Free Cash Flow Yield

RYAN

5.92%

SPY

N/A

P/S Ratio

Winner

RYAN

2.97

SPY

3.63

P/B Ratio

RYAN

6.65

Winner

SPY

5.45

RYAN vs SPY - Historical Returns

Returns include dividend reinvestment.

Period	RYAN	SPY
1 month	-12.24%	+7.73%
3 months	-18.80%	+10.05%
6 months	-44.32%	+11.98%
1 year	-53.83%	+28.79%
5 years(CAGR)	+3.23%	+13.98%
10 years(CAGR)	N/A	+15.71%
Max(CAGR)	+3.23%	+8.55%

RYAN

-12.24%

Winner

SPY

+7.73%

RYAN

-18.80%

Winner

SPY

+10.05%

RYAN

-44.32%

Winner

SPY

+11.98%

RYAN

-53.83%

Winner

SPY

+28.79%

5Y(CAGR)

RYAN

+3.23%

Winner

SPY

+13.98%

10Y(CAGR)

RYAN

N/A

SPY

+15.71%

Max(CAGR)

RYAN

+3.23%

Winner

SPY

+8.55%

RYAN vs SPY - Annual Returns (1999 - 2026)

Returns include dividend reinvestment.

Year	RYAN	SPY
2026	-37.89%	+9.82%
2025	-16.94%	+18.00%
2024	+51.51%	+25.59%
2023	+3.02%	+26.72%
2022	+4.96%	-18.64%
2021	+46.73%	+30.52%
2020	N/A	+17.28%
2019	N/A	+31.09%
2018	N/A	-5.24%
2017	N/A	+20.78%
2016	N/A	+13.59%
2015	N/A	+1.31%
2014	N/A	+14.56%
2013	N/A	+29.00%
2012	N/A	+14.17%
2011	N/A	+0.85%
2010	N/A	+13.14%
2009	N/A	+22.67%
2008	N/A	-36.25%
2007	N/A	+5.32%
2006	N/A	+13.85%
2005	N/A	+5.32%
2004	N/A	+10.75%
2003	N/A	+24.18%
2002	N/A	-22.42%
2001	N/A	-10.13%
2000	N/A	-8.84%
1999	N/A	+8.61%

RYAN vs SPY Drawdown Comparison

The maximum drawdown for RYAN was -60.94%, occurring on May 6, 2026. This drawdown has not yet recovered.

The maximum drawdown for SPY was -55.20%, occurring on Mar 9, 2009. Recovery took 1224 trading sessions.

The current RYAN drawdown is -58.36%.

Rank	RYAN	SPY
#1	-60.94% Apr 3, 2025 - May 6, 2026	-55.20% Oct 9, 2007 - Aug 16, 2012
#2	-30.16% Aug 15, 2022 - Aug 25, 2023	-47.50% Mar 24, 2000 - Oct 26, 2006
#3	-19.44% Nov 29, 2024 - Apr 3, 2025	-33.70% Feb 19, 2020 - Aug 10, 2020
#4	-17.72% Apr 20, 2022 - Jul 20, 2022	-24.50% Jan 3, 2022 - Dec 13, 2023
#5	-16.24% Mar 2, 2022 - Apr 20, 2022	-19.34% Sep 20, 2018 - Apr 12, 2019
#6	-15.25% Sep 11, 2023 - Feb 28, 2024	-18.76% Feb 19, 2025 - Jun 26, 2025
#7	-14.25% Nov 12, 2021 - Mar 2, 2022	-13.02% Jul 20, 2015 - Apr 18, 2016
#8	-12.59% Mar 20, 2024 - Jun 3, 2024	-10.10% Jan 26, 2018 - Aug 6, 2018
#9	-10.54% Sep 7, 2021 - Oct 8, 2021	-9.44% Sep 2, 2020 - Nov 11, 2020
#10	-9.12% Oct 14, 2024 - Nov 22, 2024	-9.30% Jan 19, 2000 - Mar 17, 2000
#11	-8.49% Aug 2, 2024 - Oct 2, 2024	-9.05% Jul 19, 2007 - Oct 5, 2007
#12	-7.61% Jun 3, 2024 - Jun 21, 2024	-8.88% Jan 27, 2026 - Apr 14, 2026
#13	-7.45% Jun 24, 2024 - Jul 30, 2024	-8.41% Jul 16, 2024 - Sep 19, 2024
#14	-4.39% Aug 24, 2021 - Aug 31, 2021	-7.35% Sep 14, 2012 - Jan 2, 2013
#15	-3.60% Aug 2, 2021 - Aug 9, 2021	-7.27% Sep 18, 2014 - Oct 31, 2014

Correlation

Correlation between RYAN and SPY is 0.48 which considered as a weak positive correlation - the stocks show a slight tendency to move together.

0.48

-101

Dividend Comparison (1999 - 2026)

RYAN vs SPY dividend yield comparison.

Year	RYAN	SPY
2026	0.83%	0.24%
2025	0.93%	1.07%
2024	1.04%	1.21%
2023	0.00%	1.40%
2022	0.00%	1.65%
2021	0.00%	1.20%
2020	0.00%	1.52%
2019	0.00%	1.75%
2018	0.00%	2.04%
2017	0.00%	1.80%
2016	0.00%	2.03%
2015	0.00%	2.06%
2014	0.00%	1.87%
2013	0.00%	1.81%
2012	0.00%	2.18%
2011	0.00%	2.05%
2010	0.00%	1.80%
2009	0.00%	1.95%
2008	0.00%	3.02%
2007	0.00%	1.85%
2006	0.00%	1.73%
2005	0.00%	1.73%
2004	0.00%	1.82%
2003	0.00%	1.47%
2002	0.00%	1.70%
2001	0.00%	1.25%
2000	0.00%	1.15%
1999	0.00%	0.24%