X0306 4 2020-02-26 0 0001172052 SAFETY INSURANCE GROUP INC SAFT 0001214340 KRUPA DAVID E 20 CUSTOM HOUSE STREET BOSTON MA 02110 0 1 0 0 VP - Claims Operations Common Stock 2020-02-26 4 A 0 1243 0 A 9253 D Common Stock 2020-02-26 4 A 0 1501 0 A 10754 D Common Stock 2020-02-26 4 J 0 782 0 A 11536 D Common Stock 2020-02-26 4 F 0 225 89.971 D 11311 D Common Stock 2020-02-26 4 F 0 40 91.065 D 11271 D Common Stock 2020-02-27 4 F 0 34 85.184 D 11237 D Common Stock 2020-02-27 4 F 0 141 86.950 D 11096 D Common Stock 2020-02-27 4 F 0 86 87.790 D 11010 D Common Stock 2020-02-27 4 F 0 92 88.753 D 10918 D Common Stock 2020-02-28 4 F 0 258 78.682 D 10660 D Common Stock 2020-02-28 4 F 0 340 79.821 D 10320 D Common Stock 2020-02-28 4 F 0 536 80.872 D 9784 D Common Stock 42699 I See Common Stock 36000 I See Represents restricted stock awards effective February 26, 2020, with respect to which sale or transfer rights shall vest over three years with installments of 30% on February 26, 2021, 30% on February 26, 2022, and the remaining 40% on February 26, 2023, provided the grantee meets certain employment conditions. Represents restricted stock awards granted effective February 26, 2020 with respect to which sale or transfer rights will vest over a three-year performance period commencing on January 1, 2020 and ending on December 31, 2022. Vesting of these shares is dependent upon the attainment of pre-established performance objectives, and any difference between shares granted and shares earned at the end of the performance period will be reported at the conclusion of the performance period in 2023. Represents the difference between performance shares, with a three year performance period, that were granted on February 22, 2017 and actual shares earned at the end of the performance period on December 31, 2019. Final shares were approved by the Compensation Committee on February 26, 2020. Represents securities delivered in payment of a tax liability with respect to vesting of securities issued in accordance with Rule 16b-3. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $89.58 to $90.55 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $91.06 to $91.07 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $85.09 to $85.33 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $86.44 to $87.43 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $87.57 to $87.84 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $88.67 to $89.29 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $78.33 to $79.18 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $79.50 to $80.09 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Represents the weighted average sale price of multiple open market same day sales with prices ranging from $80.65 to $81.23 per share. Full information regarding the number of shares sold at each separate price will be provided to the Securities and Exchange Commission or a security holder of the issuer upon request. Shares are owned by a trust of which the reporting person is a trustee. Shares are owned by a trust of which the reporting person's spouse is a trustee. /s/David E. Krupa 2020-03-02