Director/PDMR Shareholding

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Mark Evans

2

Reason for the notification

a)

Position/status

Managing Director of Marketing & Digital / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares;

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs;

(iv) Sale of 18,298 Shares from remaining balance; and

(v) Sale of additional Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii)&(iv) 2 September 2020

(v)1 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii)&(iv)&(v) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Jonathan Greenwood

2

Reason for the notification

a)

Position/status

Managing Director, Commercial / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares;

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs;

(iv) Sale of 39,891 Shares from remaining balance; and

(v) Sale of additional 75,299 Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii)&(iv) 2 September 2020

(v) 3 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii)&(iv)&(v) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Teresa Greenwood

2

Reason for the notification

a)

Position/status

Person closely associated with Jonathan Greenwood (Managing Director, Commercial / PDMR)

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

Sale of Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

40,777

2.9373

e)

Date of the transaction

3 September 2020

f)

Place of the transaction

The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Steve Maddock

2

Reason for the notification

a)

Position/status

​​​​​​​​Chief Operating Officer / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares;

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs;

(iv) Sale of 50,253 Shares from remaining balance; and

(v) Sale of additional Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii)&(iv) 2 September 2020

(v)1 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii)&(iv)&(v) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Neil Manser

2

Reason for the notification

a)

Position/status

Chief Strategy Officer /PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares; and

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs (retained 16,204 shares)

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii) 2 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Gus Park

2

Reason for the notification

a)

Position/status

Managing Director of Motor, Pricing & Underwriting / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares;

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs (retained 22,105 shares)

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii) 2 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Kate Syred

2

Reason for the notification

a)

Position/status

Managing Director of Household & Partnerships / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares;

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs;

(iv) Sale of 18,650 Shares from remaining balance; and

(v) Additional sale of Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii)&(iv) & (v) 2 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii)&(iv)&(v) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Humphrey Tomlinson

2

Reason for the notification

a)

Position/status

General Counsel / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares;

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs;

(iv) Sale of 23,673 Shares from remaining balance; and

(v) Additional sale of Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii)&(iv) 2 September 2020

(v)1 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii)&(iv)&(v) The London Stock Exchange (XLON).

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Jose Vazquez

2

Reason for the notification

a)

Position/status

Chief Risk Officer / PDMR

b)

Initial notification /Amendment

Initial Notification

3

Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitor

a)

Name

Direct Line Insurance Group plc

b)

LEI

213800FF2R23ALJQOP04

4

Details of the transaction(s): section to be repeated for (i) each type of instrument; (ii) each type of transaction; (iii) each date; and (iv) each place where transactions have been conducted

a)

Description of the financial instrument, type of instrument

Identification code

Ordinary shares of 10 10/11 pence ("Shares")

GB00BY9D0Y18

b)

Nature of the transaction

(i) Vesting of Shares (as nil cost options) under DLG Long Term Incentive Plan (the "LTIP") granted in August 2017 at a vesting rate of 78%. The number of Shares vesting includes additional dividend equivalent Shares, in accordance with the rules of the LTIP;

(ii) Acquisition of vested Shares; and

(iii) Sale of Shares to cover the costs of exercise including tax and dealing costs;

(iv) Sale of 42,835 Shares from remaining balance;

(v) Additional sale of Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

(i) 1 September 2020

(ii)&(iii)&(iv) 2 September 2020

(v)1 September 2020

f)

Place of the transaction

(i)&(ii) Off market.

(iii)&(iv)&(v) The London Stock Exchange (XLON).