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Grant of Options to Director, Senior Management and Employees

18 June 2020 – London, UK Crossword Cybersecurity Plc (AIM:CCS, “Crossword”, the “Company” or the “Group”), the technology commercialisation company focused solely on cyber security and risk, is pleased to announce that it has granted 27,500 options comprising 25,500 options under the Company’s Enterprise Management Incentive Scheme (the “EMI Plan”) and 2,000 options under the Non Tax Advantaged Plan.

Included in the 25,500 options granted under the EMI plan are options to the following Director:

Mary Dowd

The Company today has granted to Mary Dowd, Finance Director, an option pursuant to the rules of the EMI Plan to acquire 2,500 Ordinary Shares at an exercise price of £3.05 per share.

Following this grant, Mary Dowd holds options over 20,436 Ordinary Shares.

Included in the 25,500 options granted under the EMI plan are the following options granted to members of the Company’s senior management.

Jake Holloway

The Company today has granted to Jake Holloway, Chief Product Officer, an option pursuant to the rules of the EMI Plan to acquire 2,500 Ordinary Shares at an exercise price of £3.05 per share.

Following this grant, Jake Holloway remains directly interested in 1,852 Ordinary Shares representing 0.04% of the Company’s total voting rights and options over 15,493 Ordinary Shares.

Stuart Jubb

The Company today has granted to Stuart Jubb, Managing Director – Consulting, an option pursuant to the rules of the EMI Plan to acquire 2,500 Ordinary Shares at an exercise price of £3.05 per share.

Following this grant, Stuart Jubb remains directly interested in 17,379 Ordinary Shares representing 0.34% of the Company’s total voting rights and options over 12,500 Ordinary Shares.

Sean Arrowsmith

The Company today has granted to Sean Arrowsmith, Group Sales Director, an option pursuant to the rules of the EMI Plan to acquire 5,000 Ordinary Shares at an exercise price of £3.05 per share.

Following this grant, Sean Arrowsmith holds options over 5,000 Ordinary Shares.

All other options granted were to employees of the Crossword group.

The 27,500 options granted vest in three equal tranches on first, second and third anniversary of the date of grant and are exercisable into 27,500 Ordinary Shares at a price of £3.05 per share.

Following this grant of options, the total number of Options outstanding under the EMI Plan will be 80,679. A further 113,210 Options are outstanding under an unapproved share scheme. The total number of Options outstanding following this grant will be 193,889 representing 3.78% of Crossword’s issued share capital.

The following notifications, made in accordance with the requirements of the EU Market Abuse Regulation, give further details.

1Details of the person discharging managerial responsibilities / person closely associateda)NameMary Dowd2Reason for the notificationa)Position/statusFinance Directorb)Initial notification /AmendmentInitial Notification3Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitora)NameCrossword Cybersecurity plcb)LEI213800FJNJGZBUSOZQ634Details 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 conducteda)Description of the financial instrument, type of instrument

Identification codeOptions to acquire ordinary shares of 5p each at a price of £3.05 per share.

For Ordinary Shares: GB00BPFJXS57b)Nature of the transactionGranting of optionsc)Price(s) and volume(s)

Price        Nil                Volume 2,500d)

Aggregated informationPrice Nil                            Volume 2,500e)Date of the transaction18/06/2020f)Place of the transactionOff-market transaction

1Details of the person discharging managerial responsibilities / person closely associateda)NameJake Holloway2Reason for the notificationa)Position/statusChief Product Officerb)Initial notification /AmendmentInitial Notification3Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitora)NameCrossword Cybersecurity plcb)LEI213800FJNJGZBUSOZQ634Details 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 conducteda)Description of the financial instrument, type of instrument

Identification codeOptions to acquire ordinary shares of 5p each each at a price of £3.05 per share.

For Ordinary Shares: GB00BPFJXS57b)Nature of the transactionGranting of optionsc)Price(s) and volume(s)

Price        Nil                Volume 2,500d)

Aggregated informationPrice Nil                            Volume 2,500e)Date of the transaction18/06/2020f)Place of the transactionOff-market transaction

1Details of the person discharging managerial responsibilities / person closely associateda)NameStuart Jubb2Reason for the notificationa)Position/statusManaging Director – Consultingb)Initial notification /AmendmentInitial Notification3Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitora)NameCrossword Cybersecurity plcb)LEI213800FJNJGZBUSOZQ634Details 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 conducteda)Description of the financial instrument, type of instrument

Identification codeOptions to acquire Ordinary shares of 5p each at a price of £3.05 per share.

For Ordinary Shares: GB00BPFJXS57b)Nature of the transactionGranting of optionsc)Price(s) and volume(s)

Price        Nil                Volume 2,500d)

Aggregated informationPrice Nil                            Volume 2,500e)Date of the transaction18/06/2020f)Place of the transactionOff-market transaction

1Details of the person discharging managerial responsibilities / person closely associateda)NameSean Arrowsmith2Reason for the notificationa)Position/statusSales Directorb)Initial notification /AmendmentInitial Notification3Details of the issuer, emission allowance market participant, auction platform, auctioneer or auction monitora)NameCrossword Cybersecurity plcb)LEI213800FJNJGZBUSOZQ634Details 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 conducteda)Description of the financial instrument, type of instrument

Identification codeOptions to acquire Ordinary shares of 5p each at a price of £3.05 per share.

For Ordinary Shares: GB00BPFJXS57b)Nature of the transactionGranting of optionsc)Price(s) and volume(s)

Price        Nil                Volume 5,000d)

Aggregated informationPrice Nil                            Volume 5,000e)Date of the transaction18/06/2020f)Place of the transactionOff-market transaction

– Ends –

Contacts

Crossword Cybersecurity plc – Tel: +44 (0) 20 3953 8460

Email: info@crosswordcybersecurity.com

Tom Ilube, Chief Executive Officer

Mary Dowd, Finance Director

Grant Thornton (Nominated Adviser) – Tel: +44 (0) 20 7383 5100

Colin Aaronson / Jamie Barklem / Niall McDonald

Hybridan LLP (Broker) – Tel: +44 (0)203 764 2341

Claire Louise Noyce

About Crossword Cybersecurity plc

Crossword Cybersecurity plc focuses on the development and commercialisation of university research-based cyber security and risk management related software and cyber security consulting.  The Group’s specialist cyber security product development and software engineering teams work with its university partners to develop the research concept into a fully-fledged commercial product that it will then take to market. The Group’s aim is to build up a portfolio of revenue generating, intellectual property based, cyber security products. Rizikon Assurance, Crossword’s leading product, is a SaaS platform that enables medium to large companies to assess and manage all risks from their suppliers.  Nixer CyberML, Crossword’s most recently launched product, is a new tool for businesses that want to solve advanced security and cybercrime problems, such as detecting and dealing with compromised accounts, fraud, and in-application denial of service attacks.  Crossword’s team of expert cyber security consultants leverages years of experience in national security, defence and commercial cyber intelligence and operations to provide bespoke advice tailored to its clients’ business needs.

For media enquiries contact:

Lorena Duke, GingerPR

lorena@gingerpr.co.uk, 01932 485 300

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