TWLO vs MSTR

Comparison between Twilio Inc Class A (TWLO, Company) and Strategy Inc - Class A (MSTR, Company).

Both TWLO and MSTR are from the Technology sector.

5-Year PerformanceMSTR has outperformed TWLO, delivering a return of +12.4% compared to -11.2%

TWLO vs MSTR - Performance Comparison

Log

Key Characteristics

Financial metrics and valuation ratios

Metric	TWLO(COMPANY)	MSTR(COMPANY)
Market Cap	$32B	$33B
Max Drawdown	90.36%	99.86%
Sharpe Ratio	1.20	-1.74
5Y Beta	1.32	2.49
Industry	Software - Infrastructure	Software - Application
P/E Ratio	190.32	-12.49
Forward P/E	38.76	1.69
PEG Ratio	N/A	-0.11
Debt to Equity	12.75%	22.36%
Free Cash Flow Yield	2.99%	-0.18%

Market Cap

TWLO

$32B

Winner

MSTR

$33B

Max Drawdown

Winner

TWLO

90.36%

MSTR

99.86%

Sharpe Ratio

Winner

TWLO

1.20

MSTR

-1.74

5Y Beta

Winner

TWLO

1.32

MSTR

2.49

Industry

TWLO

Software - Infrastructure

MSTR

Software - Application

P/E Ratio

TWLO

190.32

Winner

MSTR

-12.49

Forward P/E

TWLO

38.76

Winner

MSTR

1.69

PEG Ratio

TWLO

N/A

MSTR

-0.11

Debt to Equity

Winner

TWLO

12.75%

MSTR

22.36%

Free Cash Flow Yield

Winner

TWLO

2.99%

MSTR

-0.18%

TWLO vs MSTR - Historical Returns

Returns include dividend reinvestment.

Period	TWLO	MSTR
1 month	+7.28%	-23.43%
3 months	+50.92%	-36.87%
6 months	+73.60%	-45.87%
1 year	+69.20%	-79.37%
5 years(CAGR)	-11.23%	+12.45%
10 years(CAGR)	+17.00%	+17.51%
Max(CAGR)	+21.64%	+2.48%

Winner

TWLO

+7.28%

MSTR

-23.43%

Winner

TWLO

+50.92%

MSTR

-36.87%

Winner

TWLO

+73.60%

MSTR

-45.87%

Winner

TWLO

+69.20%

MSTR

-79.37%

5Y(CAGR)

TWLO

-11.23%

Winner

MSTR

+12.45%

10Y(CAGR)

TWLO

+17.00%

Winner

MSTR

+17.51%

Max(CAGR)

Winner

TWLO

+21.64%

MSTR

+2.48%

TWLO vs MSTR - Annual Returns (1999 - 2026)

Returns include dividend reinvestment.

Year	TWLO	MSTR
2026	+49.39%	-40.17%
2025	+30.41%	-49.35%
2024	+51.95%	+322.71%
2023	+50.48%	+335.54%
2022	-81.33%	-74.64%
2021	-21.29%	+28.05%
2020	+228.16%	+169.25%
2019	+13.00%	+10.94%
2018	+255.78%	-3.07%
2017	-10.94%	-33.63%
2016	+0.21%	+15.35%
2015	N/A	+9.91%
2014	N/A	+31.47%
2013	N/A	+30.11%
2012	N/A	-16.09%
2011	N/A	+22.58%
2010	N/A	-11.12%
2009	N/A	+152.20%
2008	N/A	-58.78%
2007	N/A	-17.58%
2006	N/A	+31.03%
2005	N/A	+41.44%
2004	N/A	+16.43%
2003	N/A	+230.27%
2002	N/A	-61.18%
2001	N/A	-59.47%
2000	N/A	-90.89%
1999	N/A	+114.55%

TWLO vs MSTR Drawdown Comparison

The maximum drawdown for TWLO was -90.36%, occurring on Nov 4, 2022. This drawdown has not yet recovered.

The maximum drawdown for MSTR was -99.86%, occurring on Jul 26, 2002. Recovery took 6207 trading sessions.

The current TWLO drawdown is -53.39%. The current MSTR drawdown is -80.16%.

Rank	TWLO	MSTR
#1	-90.36% Feb 18, 2021 - Nov 4, 2022	-99.86% Mar 10, 2000 - Nov 11, 2024
#2	-66.41% Sep 28, 2016 - Aug 7, 2018	-82.63% Nov 20, 2024 - Jun 26, 2026
#3	-52.18% Jul 26, 2019 - May 7, 2020	-29.10% Dec 10, 1999 - Jan 10, 2000
#4	-27.05% Sep 25, 2018 - Nov 7, 2018	-20.42% Feb 16, 2000 - Mar 1, 2000
#5	-22.51% Aug 3, 2020 - Oct 2, 2020	-17.27% Nov 3, 1999 - Nov 22, 1999
#6	-21.81% Dec 12, 2018 - Jan 7, 2019	-14.35% Jan 28, 2000 - Feb 8, 2000
#7	-21.20% Oct 13, 2020 - Dec 11, 2020	-9.76% Nov 29, 1999 - Dec 3, 1999
#8	-21.10% Nov 7, 2018 - Dec 12, 2018	-9.65% Jan 10, 2000 - Jan 19, 2000
#9	-14.05% Jan 20, 2021 - Feb 4, 2021	-8.11% Nov 12, 2024 - Nov 18, 2024
#10	-12.52% May 16, 2019 - Jun 7, 2019	-7.59% Dec 6, 1999 - Dec 8, 1999
#11	-12.49% Aug 16, 2016 - Sep 21, 2016	-2.15% Nov 22, 1999 - Nov 24, 1999
#12	-11.79% Jul 15, 2016 - Aug 9, 2016	-2.12% Jan 21, 2000 - Jan 26, 2000
#13	-11.26% Dec 22, 2020 - Jan 12, 2021	-0.86% Mar 7, 2000 - Mar 9, 2000
#14	-10.03% Apr 30, 2019 - May 16, 2019	-0.71% Feb 8, 2000 - Feb 10, 2000
#15	-9.98% Mar 21, 2019 - Apr 29, 2019	N/A