PRINCE MATTHEW (CEO and Chair of the Board) sold 86.0% of their position (157.15K shares) of CLOUDFLARE, INC. on the open market

Open‑market sale worth $32.61M — a major position exit. Review remaining holdings and any 10b5‑1 plan disclosures.

S · 24 sales

PRINCE MATTHEW

Filed: 5/21/2026ACC: 0001786925-26-000021

InsiderPRINCE MATTHEWCIK 1786925

→

IssuerCLOUDFLARE, INC.CIK 1477333

DirectorOfficer10% Owner· CEO and Chair of the Board

Since Sep 2019

-157.15K

Net shares

Net seller

$32.61M

Total sold

Open market trades

0B · 24S

Total transactions

157.15K acquired · 314.30K disposed

Non-Derivative Transactions27

Class A Common Stock

Indirect

C · Conversion

+52.38K

Price / share

—

Trade value

—

% of position

205.0%

5/19/2026

25.55K→77.93K

Class A Common Stock

Indirect

S · Sale

−3.06K

Price / share

$201.17

Trade value

$615.99K

% of position

3.9%

5/19/2026

77.93K→74.87K

Class A Common Stock

Indirect

S · Sale

−7.91K

Price / share

$202.06

Trade value

$1.60M

% of position

10.6%

5/19/2026

74.87K→66.96K

Class A Common Stock

Indirect

S · Sale

−13.69K

Price / share

$203.04

Trade value

$2.78M

% of position

20.5%

5/19/2026

66.96K→53.27K

Class A Common Stock

Indirect

S · Sale

−6.92K

Price / share

$203.98

Trade value

$1.41M

% of position

13.0%

5/19/2026

53.27K→46.34K

Class A Common Stock

Indirect

S · Sale

−6.16K

Price / share

$205.05

Trade value

$1.26M

% of position

13.3%

5/19/2026

46.34K→40.19K

Class A Common Stock

Indirect

S · Sale

−6.13K

Price / share

$206.04

Trade value

$1.26M

% of position

15.2%

5/19/2026

40.19K→34.06K

Class A Common Stock

Indirect

S · Sale

−6.49K

Price / share

$206.90

Trade value

$1.34M

% of position

19.0%

5/19/2026

34.06K→27.57K

Class A Common Stock

Indirect

S · Sale

−2.02K

Price / share

$207.79

Trade value

$420.35K

% of position

7.3%

5/19/2026

27.57K→25.55K

Class A Common Stock

Indirect

C · Conversion

+52.38K

Price / share

—

Trade value

—

% of position

205.0%

5/20/2026

25.55K→77.93K

Class A Common Stock

Indirect

S · Sale

−1.88K

Price / share

$202.96

Trade value

$380.76K

% of position

2.4%

5/20/2026

77.93K→76.06K

Class A Common Stock

Indirect

S · Sale

−3.60K

Price / share

$203.91

Trade value

$734.47K

% of position

4.7%

5/20/2026

76.06K→72.46K

Class A Common Stock

Indirect

S · Sale

−1.65K

Price / share

$204.82

Trade value

$338.15K

% of position

2.3%

5/20/2026

72.46K→70.81K

Class A Common Stock

Indirect

S · Sale

−2.54K

Price / share

$206.17

Trade value

$524.71K

% of position

3.6%

5/20/2026

70.81K→68.26K

Class A Common Stock

Indirect

S · Sale

−8.58K

Price / share

$207.09

Trade value

$1.78M

% of position

12.6%

5/20/2026

68.26K→59.68K

Class A Common Stock

Indirect

S · Sale

−15.82K

Price / share

$207.94

Trade value

$3.29M

% of position

26.5%

5/20/2026

59.68K→43.86K

Class A Common Stock

Indirect

S · Sale

−11.15K

Price / share

$209.00

Trade value

$2.33M

% of position

25.4%

5/20/2026

43.86K→32.71K

Class A Common Stock

Indirect

S · Sale

−7.08K

Price / share

$209.83

Trade value

$1.49M

% of position

21.7%

5/20/2026

32.71K→25.63K

Class A Common Stock

Indirect

S · Sale

−77.00

Price / share

$210.72

Trade value

$16.23K

% of position

0.3%

5/20/2026

25.63K→25.55K

Class A Common Stock

Indirect

C · Conversion

+52.38K

Price / share

—

Trade value

—

% of position

205.0%

5/21/2026

25.55K→77.93K

Class A Common Stock

Indirect

S · Sale

−1.83K

Price / share

$207.40

Trade value

$378.92K

% of position

2.3%

5/21/2026

77.93K→76.11K

Class A Common Stock

Indirect

S · Sale

−4.23K

Price / share

$208.31

Trade value

$880.54K

% of position

5.6%

5/21/2026

76.11K→71.88K

Class A Common Stock

Indirect

S · Sale

−5.57K

Price / share

$209.31

Trade value

$1.17M

% of position

7.7%

5/21/2026

71.88K→66.31K

Class A Common Stock

Indirect

S · Sale

−15.67K

Price / share

$210.38

Trade value

$3.30M

% of position

23.6%

5/21/2026

66.31K→50.65K

Class A Common Stock

Indirect

S · Sale

−13.36K

Price / share

$211.33

Trade value

$2.82M

% of position

26.4%

5/21/2026

50.65K→37.28K

Class A Common Stock

Indirect

S · Sale

−10.85K

Price / share

$212.19

Trade value

$2.30M

% of position

29.1%

5/21/2026

37.28K→26.44K

Class A Common Stock

Indirect

S · Sale

−888.00

Price / share

$213.18

Trade value

$189.31K

% of position

3.4%

5/21/2026

26.44K→25.55K

Total

Net shares

+0.00

Net value

-$32.61M

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Class A Common Stock Indirect	5/19/2026	C · Conversion	+52.38K	—	—	205.0%	25.55K	77.93K
Class A Common Stock Indirect	5/19/2026	S · Sale	−3.06K	$201.17	$615.99K	3.9%	77.93K	74.87K
Class A Common Stock Indirect	5/19/2026	S · Sale	−7.91K	$202.06	$1.60M	10.6%	74.87K	66.96K
Class A Common Stock Indirect	5/19/2026	S · Sale	−13.69K	$203.04	$2.78M	20.5%	66.96K	53.27K
Class A Common Stock Indirect	5/19/2026	S · Sale	−6.92K	$203.98	$1.41M	13.0%	53.27K	46.34K
Class A Common Stock Indirect	5/19/2026	S · Sale	−6.16K	$205.05	$1.26M	13.3%	46.34K	40.19K
Class A Common Stock Indirect	5/19/2026	S · Sale	−6.13K	$206.04	$1.26M	15.2%	40.19K	34.06K
Class A Common Stock Indirect	5/19/2026	S · Sale	−6.49K	$206.90	$1.34M	19.0%	34.06K	27.57K
Class A Common Stock Indirect	5/19/2026	S · Sale	−2.02K	$207.79	$420.35K	7.3%	27.57K	25.55K
Class A Common Stock Indirect	5/20/2026	C · Conversion	+52.38K	—	—	205.0%	25.55K	77.93K
Class A Common Stock Indirect	5/20/2026	S · Sale	−1.88K	$202.96	$380.76K	2.4%	77.93K	76.06K
Class A Common Stock Indirect	5/20/2026	S · Sale	−3.60K	$203.91	$734.47K	4.7%	76.06K	72.46K
Class A Common Stock Indirect	5/20/2026	S · Sale	−1.65K	$204.82	$338.15K	2.3%	72.46K	70.81K
Class A Common Stock Indirect	5/20/2026	S · Sale	−2.54K	$206.17	$524.71K	3.6%	70.81K	68.26K
Class A Common Stock Indirect	5/20/2026	S · Sale	−8.58K	$207.09	$1.78M	12.6%	68.26K	59.68K
Class A Common Stock Indirect	5/20/2026	S · Sale	−15.82K	$207.94	$3.29M	26.5%	59.68K	43.86K
Class A Common Stock Indirect	5/20/2026	S · Sale	−11.15K	$209.00	$2.33M	25.4%	43.86K	32.71K
Class A Common Stock Indirect	5/20/2026	S · Sale	−7.08K	$209.83	$1.49M	21.7%	32.71K	25.63K
Class A Common Stock Indirect	5/20/2026	S · Sale	−77.00	$210.72	$16.23K	0.3%	25.63K	25.55K
Class A Common Stock Indirect	5/21/2026	C · Conversion	+52.38K	—	—	205.0%	25.55K	77.93K
Class A Common Stock Indirect	5/21/2026	S · Sale	−1.83K	$207.40	$378.92K	2.3%	77.93K	76.11K
Class A Common Stock Indirect	5/21/2026	S · Sale	−4.23K	$208.31	$880.54K	5.6%	76.11K	71.88K
Class A Common Stock Indirect	5/21/2026	S · Sale	−5.57K	$209.31	$1.17M	7.7%	71.88K	66.31K
Class A Common Stock Indirect	5/21/2026	S · Sale	−15.67K	$210.38	$3.30M	23.6%	66.31K	50.65K
Class A Common Stock Indirect	5/21/2026	S · Sale	−13.36K	$211.33	$2.82M	26.4%	50.65K	37.28K
Class A Common Stock Indirect	5/21/2026	S · Sale	−10.85K	$212.19	$2.30M	29.1%	37.28K	26.44K
Class A Common Stock Indirect	5/21/2026	S · Sale	−888.00	$213.18	$189.31K	3.4%	26.44K	25.55K
Total			+0.00		-$32.61M

Derivative Transactions3

Class B Common Stock

Indirect

C · Conversion

Converts to

Class A Common Stock

52.38K shares

−52.38K

Strike price

Held after

4.53M

Exercisable

—

5/19/2026

Class B Common Stock

Indirect

C · Conversion

Converts to

Class A Common Stock

52.38K shares

−52.38K

Strike price

Held after

4.48M

Exercisable

—

5/20/2026

Class B Common Stock

Indirect

C · Conversion

Converts to

Class A Common Stock

52.38K shares

−52.38K

Strike price

Held after

4.43M

Exercisable

—

5/21/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Class B Common Stock Indirect	Class A Common Stock52.38K shares	5/19/2026	C · Conversion	−52.38K	—	4.53M
Class B Common Stock Indirect	Class A Common Stock52.38K shares	5/20/2026	C · Conversion	−52.38K	—	4.48M
Class B Common Stock Indirect	Class A Common Stock52.38K shares	5/21/2026	C · Conversion	−52.38K	—	4.43M

Non-Derivative Holdings (Post-Transaction)1

Class A Common Stock

Direct

Shares owned360.81K

Total

360.81K direct360.81K

Security Title	Shares Owned	Ownership Type
Class A Common Stock	360.81K	Direct
Total	360.81K	360.81K direct

Derivative Holdings (Post-Transaction)7

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

6.93M

Shares owned

6.93M

Exercise price

Expiration

—

Exercise window

—

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

3.07M

Shares owned

3.07M

Exercise price

Expiration

—

Exercise window

—

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

Shares owned

Exercise price

Expiration

—

Exercise window

—

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

1.06M

Shares owned

1.06M

Exercise price

Expiration

—

Exercise window

—

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

Shares owned

Exercise price

Expiration

—

Exercise window

—

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

3.10M

Shares owned

3.10M

Exercise price

Expiration

—

Exercise window

—

Class B Common Stock

Indirect

Underlying security

Class A Common Stock

Underlying shares

2.95M

Shares owned

2.95M

Exercise price

Expiration

—

Exercise window

—

Total

Underlying

21.11M

Owned

21.11M

Security	Underlying	Exercise Window	Expiration	Underlying Shares	Shares Owned
Class B Common Stock Indirect	Class A Common Stock	—	—	6.93M	6.93M
Class B Common Stock Indirect	Class A Common Stock	—	—	3.07M	3.07M
Class B Common Stock Indirect	Class A Common Stock	—	—	2M	2M
Class B Common Stock Indirect	Class A Common Stock	—	—	1.06M	1.06M
Class B Common Stock Indirect	Class A Common Stock	—	—	2M	2M
Class B Common Stock Indirect	Class A Common Stock	—	—	3.10M	3.10M
Class B Common Stock Indirect	Class A Common Stock	—	—	2.95M	2.95M
Total				21.11M	21.11M