Director/PDMR Shareholding

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Paul Geddes

2

Reason for the notification

a)

Position/status

Chief Executive 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 2015 at a vesting rate of 60%. 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.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

f)

Place of the transaction

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 2015 at a vesting rate of 60%. 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; and

(iv) Sale of 23,575 Shares remaining from balance.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

f)

Place of the transaction

The London Stock Exchange (XLON)

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Mike Holliday-Williams

2

Reason for the notification

a)

Position/status

Managing Director, Personal Lines / 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 2015 at a vesting rate of 60%. 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.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

f)

Place of the transaction

The London Stock Exchange (XLON)

1

Details of the person discharging managerial responsibilities / person closely associated

a)

Name

Simon Linares

2

Reason for the notification

a)

Position/status

Human Resources Director / 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 2015 at a vesting rate of 60%. 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.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

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 2015 at a vesting rate of 60%. 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; and

(iv) Sale of 28,110 Shares from remaining balance.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

f)

Place of the transaction

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 2015 at a vesting rate of 60%. 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; and

(iv) Sale of remaining balance of Shares.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

f)

Place of the transaction

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 2015 at a vesting rate of 60%. 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; and

(iv) Sale of 23,732 Shares of remaining balance.

c)

Price(s) and volume(s)

d)

Aggregated information

- Aggregated volume

- Price

Not applicable

e)

Date of the transaction

29 August 2018

f)

Place of the transaction

The London Stock Exchange (XLON)