CMPR

SEC source: 0001262976-21-000014 · wf-form4_161349834559516.xml · derivative · entry 2

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,641

Underlying: Ordinary Shares · 19,641 shares

Expires 2029-02-15

F3 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average of Cimpress' daily share price (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds (i) 9% on any of the fourth through seventh anniversaries of the grant date or (ii) 7% on the eighth anniversary of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F4 · derivative.exercise_price: This dollar amount is the two-year moving average of Cimpress' daily share price on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F3 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average of Cimpress' daily share price (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds (i) 9% on any of the fourth through seventh anniversaries of the grant date or (ii) 7% on the eighth anniversary of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-21-000014 · wf-form4_161349834559516.xml · derivative · entry 1

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,958

Underlying: Ordinary Shares · 5,958 shares

Expires 2024-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest over a four year period: 25% of the original number of shares vest on the Date Exercisable in Table II and 25% vest per year thereafter.

SEC source: 0001262976-21-000013 · wf-form4_161349832284271.xml · derivative · entry 1

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 20,951

Underlying: Ordinary Shares · 20,951 shares

Expires 2029-02-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average of Cimpress' daily share price (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds (i) 9% on any of the fourth through seventh anniversaries of the grant date or (ii) 7% on the eighth anniversary of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the two-year moving average of Cimpress' daily share price on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average of Cimpress' daily share price (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds (i) 9% on any of the fourth through seventh anniversaries of the grant date or (ii) 7% on the eighth anniversary of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-21-000012 · wf-form4_161349830337557.xml · derivative · entry 1

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 58,668

Underlying: Ordinary Shares · 58,668 shares

Expires 2031-02-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the 3YMA on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000099 · wf-form4_160562229353500.xml · derivative · entry 1

Gasperment Sophie · CIK 0001690949 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,123

Underlying: Ordinary Shares · 1,123 shares

Expires 2030-11-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the 3YMA on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000101 · wf-form4_160562233142033.xml · derivative · entry 1

VASSALLUZZO SCOTT J · CIK 0001203547 · Director · 10% owner · Member of Section 13(d) Group

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,123

Underlying: Ordinary Shares · 1,123 shares

Expires 2030-11-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the 3YMA on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000098 · wf-form4_160562227486534.xml · derivative · entry 1

GAVIN JOHN J JR · CIK 0001191030 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,123

Underlying: Ordinary Shares · 1,123 shares

Expires 2030-11-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the 3YMA on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000097 · wf-form4_160562225766574.xml · derivative · entry 1

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,123

Underlying: Ordinary Shares · 1,123 shares

Expires 2030-11-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the 3YMA on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000100 · wf-form4_160562231215639.xml · derivative · entry 1

Sternberg Zachary · CIK 0001679333 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,123

Underlying: Ordinary Shares · 1,123 shares

Expires 2030-11-15

F1 · security: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

F2 · derivative.exercise_price: This dollar amount is the 3YMA on the date of grant, which is the baseline against which the CAGR of the 3YMA will be measured.

F1 · derivative.exercise_date: Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average daily price per share of Cimpress' ordinary shares (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each November 24 of 2021 through 2024 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000062 · wf-form4_159771205613666.xml · derivative · entry 3

Gasperment Sophie · CIK 0001690949 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,339 shares

Expires 2020-08-15

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000062 · wf-form4_159771205613666.xml · nonDerivative · entry 2

Gasperment Sophie · CIK 0001690949 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 696

SEC source: 0001262976-20-000062 · wf-form4_159771205613666.xml · nonDerivative · entry 1

Gasperment Sophie · CIK 0001690949 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,339

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000065 · wf-form4_159771309026854.xml · derivative · entry 3

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,607 shares

Expires 2020-08-15

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000065 · wf-form4_159771309026854.xml · nonDerivative · entry 2

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,135

SEC source: 0001262976-20-000065 · wf-form4_159771309026854.xml · nonDerivative · entry 1

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,607

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000064 · wf-form4_159771253858780.xml · derivative · entry 4

GAVIN JOHN J JR · CIK 0001191030 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,339 shares

Expires 2020-08-15

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000064 · wf-form4_159771253858780.xml · nonDerivative · entry 2

GAVIN JOHN J JR · CIK 0001191030 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 696

SEC source: 0001262976-20-000064 · wf-form4_159771253858780.xml · nonDerivative · entry 1

GAVIN JOHN J JR · CIK 0001191030 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,339

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000063 · wf-form4_159771227966862.xml · derivative · entry 4

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 2,143 shares

Expires 2020-08-15

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000063 · wf-form4_159771227966862.xml · nonDerivative · entry 2

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,514

SEC source: 0001262976-20-000063 · wf-form4_159771227966862.xml · nonDerivative · entry 1

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,143

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000061 · wf-form4_159771175137264.xml · derivative · entry 2

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 887

Underlying: Ordinary Shares · 887 shares

Expires 2030-08-15

F1 · derivative.exercise_price: This dollar amount is the three-year moving average of Cimpress' share price (3YMA) on the date of grant, which is the baseline against which the compound annual growth rate (CAGR) of the 3YMA will be measured.

F2 · derivative.exercise_date: Each performance share unit (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the CAGR of the 3YMA. The service-based vesting condition is that 25% of the PSUs vest on each of September 30, 2020, December 31, 2020, March 31, 2021, and June 30, 2021 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on the vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000061 · wf-form4_159771175137264.xml · derivative · entry 1

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,322

Underlying: Ordinary Shares · 14,322 shares

Expires 2030-08-15

F1 · derivative.exercise_price: This dollar amount is the three-year moving average of Cimpress' share price (3YMA) on the date of grant, which is the baseline against which the compound annual growth rate (CAGR) of the 3YMA will be measured.

F2 · derivative.exercise_date: Each performance share unit (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the CAGR of the 3YMA. The service-based vesting condition is that 25% of the PSUs vest on each of September 30, 2020, December 31, 2020, March 31, 2021, and June 30, 2021 so long as the reporting person continues to be an eligible participant under Cimpress' 2016 Performance Incentive Plan on the vesting date. If the 3YMA CAGR equals or exceeds 11% on any of the sixth through tenth anniversaries of the grant date then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.

SEC source: 0001262976-20-000067 · wf-form4_159777651296246.xml · derivative · entry 4

Sternberg Zachary · CIK 0001679333 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,071 shares

Expires 2020-08-15

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000067 · wf-form4_159777651296246.xml · nonDerivative · entry 2

Sternberg Zachary · CIK 0001679333 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,899

SEC source: 0001262976-20-000067 · wf-form4_159777651296246.xml · nonDerivative · entry 1

Sternberg Zachary · CIK 0001679333 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,414

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000066 · wf-form4_159777633120979.xml · derivative · entry 4

VASSALLUZZO SCOTT J · CIK 0001203547 · Director · 10% owner · Member of Section 13(d) Group

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,071 shares

Expires 2020-08-15

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000066 · wf-form4_159777633120979.xml · nonDerivative · entry 2

VASSALLUZZO SCOTT J · CIK 0001203547 · Director · 10% owner · Member of Section 13(d) Group

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 69,405

SEC source: 0001262976-20-000066 · wf-form4_159777633120979.xml · nonDerivative · entry 1

VASSALLUZZO SCOTT J · CIK 0001203547 · Director · 10% owner · Member of Section 13(d) Group

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 69,920

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

SEC source: 0001262976-20-000056 · wf-form4_159656386303275.xml · nonDerivative · entry 2

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F2 · price: The price range for sales of these shares was between $98.61 and $98.83 per share. Upon appropriate request, the reporting person will provide full information regarding the number of shares sold at each separate price.

SEC source: 0001262976-20-000056 · wf-form4_159656386303275.xml · nonDerivative · entry 1

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,100

F1 · price: The price range for sales of these shares was between $99.16 and $99.91 per share. Upon appropriate request, the reporting person will provide full information regarding the number of shares sold at each separate price.

SEC source: 0001262976-20-000053 · wf-form4_159371459638307.xml · derivative · entry 1

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,294

Underlying: Ordinary Shares · 13,294 shares

Expires 2024-07-01

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These restricted share units vest over a four year period: 25% of the original number of shares vest one year after the date of grant and 25% vest per year thereafter.

SEC source: 0001262976-20-000052 · wf-form4_159371457809000.xml · derivative · entry 1

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,953

Underlying: Ordinary Shares · 15,953 shares

Expires 2024-07-01

F1 · derivative.exercise_price: Each restricted share unit represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These restricted share units vest over a four year period: 25% of the original number of shares vest one year after the date of grant and 25% vest per year thereafter.

SEC source: 0001262976-20-000035 · wf-form4_158594679868227.xml · derivative · entry 1

Gasperment Sophie · CIK 0001690949 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,339

Underlying: Ordinary Shares · 1,339 shares

Expires 2020-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest in full on August 15, 2020.

SEC source: 0001262976-20-000036 · wf-form4_158594682161806.xml · derivative · entry 1

VASSALLUZZO SCOTT J · CIK 0001203547 · Director · 10% owner · Member of Section 13(d) Group

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,071

Underlying: Ordinary Shares · 1,071 shares

Expires 2020-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest in full on August 15, 2020.

SEC source: 0001262976-20-000037 · wf-form4_158594684260287.xml · derivative · entry 1

GAVIN JOHN J JR · CIK 0001191030 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,339

Underlying: Ordinary Shares · 1,339 shares

Expires 2020-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest in full on August 15, 2020.

SEC source: 0001262976-20-000034 · wf-form4_158594677822801.xml · derivative · entry 1

Wensveen Maarten · CIK 0001766117 · EVP & Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,607

Underlying: Ordinary Shares · 1,607 shares

Expires 2020-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest in full on August 15, 2020.

SEC source: 0001262976-20-000033 · wf-form4_158594675359373.xml · derivative · entry 1

Quinn Sean Edward · CIK 0001621706 · EVP, Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,143

Underlying: Ordinary Shares · 2,143 shares

Expires 2020-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest in full on August 15, 2020.

SEC source: 0001262976-20-000032 · wf-form4_158594672964243.xml · derivative · entry 1

Sternberg Zachary · CIK 0001679333 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,071

Underlying: Ordinary Shares · 1,071 shares

Expires 2020-08-15

F1 · derivative.exercise_price: Each restricted stock unit (RSU) represents Cimpress' commitment to issue one ordinary share.

F2 · derivative.exercise_date: These RSUs vest in full on August 15, 2020.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · derivative · entry 20

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 0

Underlying: Ordinary Shares · 112,231 shares

Expires 2020-05-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: The option exercise price per share is $50.00, which is at least 33% higher than the closing price of Cimpress' ordinary shares on the NASDAQ Global Select Market on the date of grant.

F7 · derivative.exercise_price: $0.0001 added to exercise price solely to differentiate the securities on this Form 4.

F5 · derivative.exercise_date: The share options vest over a seven-year period as follows: 6.25% of the original number of ordinary shares subject to the share options vest on the Exercisable Date in Table II. The remaining ordinary shares vest on a quarterly basis over the subsequent six years in tranches ranging from 1.56% to 10.94% of the original number of ordinary shares subject to the option.

F6 · derivative.exercise_date: In addition to the vesting restrictions referred to in footnote 5 above, these share options are exercisable only on days when the high price per share of Cimpress' ordinary shares on NASDAQ equals or exceeds $75.00.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · derivative · entry 19

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 0

Underlying: Ordinary Shares · 500,000 shares

Expires 2020-05-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: The option exercise price per share is $50.00, which is at least 33% higher than the closing price of Cimpress' ordinary shares on the NASDAQ Global Select Market on the date of grant.

F5 · derivative.exercise_date: The share options vest over a seven-year period as follows: 6.25% of the original number of ordinary shares subject to the share options vest on the Exercisable Date in Table II. The remaining ordinary shares vest on a quarterly basis over the subsequent six years in tranches ranging from 1.56% to 10.94% of the original number of ordinary shares subject to the option.

F6 · derivative.exercise_date: In addition to the vesting restrictions referred to in footnote 5 above, these share options are exercisable only on days when the high price per share of Cimpress' ordinary shares on NASDAQ equals or exceeds $75.00.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · derivative · entry 18

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 0

Underlying: Ordinary Shares · 48,400 shares

Expires 2020-05-06

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: This option became exercisable as to 25% of the original number of shares on the Exercisable Date shown on Table II, and as to an additional 6.25% of the original number of shares at the end of each successive three-month period thereafter.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · derivative · entry 17

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By The Eastern Irrevocable, LLC

Disclosed balance after: 0

Underlying: Ordinary Shares · 500,000 shares

Expires 2020-05-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: The option exercise price per share is $50.00, which is at least 33% higher than the closing price of Cimpress' ordinary shares on the NASDAQ Global Select Market on the date of grant.

F7 · derivative.exercise_price: $0.0001 added to exercise price solely to differentiate the securities on this Form 4.

F5 · derivative.exercise_date: The share options vest over a seven-year period as follows: 6.25% of the original number of ordinary shares subject to the share options vest on the Exercisable Date in Table II. The remaining ordinary shares vest on a quarterly basis over the subsequent six years in tranches ranging from 1.56% to 10.94% of the original number of ordinary shares subject to the option.

F6 · derivative.exercise_date: In addition to the vesting restrictions referred to in footnote 5 above, these share options are exercisable only on days when the high price per share of Cimpress' ordinary shares on NASDAQ equals or exceeds $75.00.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · derivative · entry 16

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By The Eastern Irrevocable, LLC

Disclosed balance after: 0

Underlying: Ordinary Shares · 500,000 shares

Expires 2020-05-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: The option exercise price per share is $50.00, which is at least 33% higher than the closing price of Cimpress' ordinary shares on the NASDAQ Global Select Market on the date of grant.

F5 · derivative.exercise_date: The share options vest over a seven-year period as follows: 6.25% of the original number of ordinary shares subject to the share options vest on the Exercisable Date in Table II. The remaining ordinary shares vest on a quarterly basis over the subsequent six years in tranches ranging from 1.56% to 10.94% of the original number of ordinary shares subject to the option.

F6 · derivative.exercise_date: In addition to the vesting restrictions referred to in footnote 5 above, these share options are exercisable only on days when the high price per share of Cimpress' ordinary shares on NASDAQ equals or exceeds $75.00.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · derivative · entry 15

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By The Eastern Irrevocable, LLC

Disclosed balance after: 0

Underlying: Ordinary Shares · 48,400 shares

Expires 2020-05-06

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: This option became exercisable as to 25% of the original number of shares on the Exercisable Date shown on Table II, and as to an additional 6.25% of the original number of shares at the end of each successive three-month period thereafter.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · nonDerivative · entry 8

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 573,935

F2 · shares: Of the 445,220 shares forfeited, 274,626 shares were forfeited as payment of the exercise price and 170,594 shares were forfeited as payment of the withholding taxes.

F1 · balance_after: Includes 28,375 shares held by RHS Holdings Incorporated, of which The Eastern Irrevocable Trust and The Western Irrevocable Trust are the sole shareholders.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · nonDerivative · entry 7

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 1,019,155

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · balance_after: Includes 28,375 shares held by RHS Holdings Incorporated, of which The Eastern Irrevocable Trust and The Western Irrevocable Trust are the sole shareholders.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · nonDerivative · entry 6

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 906,924

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · balance_after: Includes 28,375 shares held by RHS Holdings Incorporated, of which The Eastern Irrevocable Trust and The Western Irrevocable Trust are the sole shareholders.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · nonDerivative · entry 5

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Western Irrevocable, LLC

Disclosed balance after: 406,924

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · balance_after: Includes 28,375 shares held by RHS Holdings Incorporated, of which The Eastern Irrevocable Trust and The Western Irrevocable Trust are the sole shareholders.

SEC source: 0001262976-20-000023 · wf-form4_158290700131582.xml · nonDerivative · entry 4

Keane Robert S · CIK 0001337084 · Director · CEO, Chairman

10b5-1 filing: Not disclosed

Ownership: Indirect · By Eastern Irrevocable, LLC

Disclosed balance after: 573,975

F2 · shares: Of the 445,220 shares forfeited, 274,626 shares were forfeited as payment of the exercise price and 170,594 shares were forfeited as payment of the withholding taxes.

F1 · balance_after: Includes 28,375 shares held by RHS Holdings Incorporated, of which The Eastern Irrevocable Trust and The Western Irrevocable Trust are the sole shareholders.