Paul Jolliffe MBA, CISSP, Prince 2, PDRA

Visionary
DISC Type : Ds

Director at InfoSecAI LTD

London, England, United Kingdom

Overview

Paul is a senior information security leader with over 20 years of experience shaping strategy for global firms like IBM, KPMG, and Philip Morris International. Holding an MBA from Henley Business School, he specializes in GRC, security operations, and technology transformation, frequently partnering with C-suite executives.

Outside of his extensive career in cybersecurity, Paul is a qualified drone pilot, holding a CAA PDRA01 Operational Authorisation. This unique interest highlights a passion for technology that extends beyond his professional life, blending technical skill with a hands-on hobby.

Unique fact: He holds a UK Civil Aviation Authority operational authorisation to pilot drones.

Personality Overview

Objective Evaluator

Goal-Oriented

Fast But Thoughtful

Reading between the lines and seeing beyond your words comes naturally to them.  They are very professional in their approach and can weigh multiple perspectives together. They exhibit a rare combination of being result-oriented but patient at the same time.

Topics They Care About

InfoSec Strategy
His career focus is on delivering strategic direction, and he recently created a series on "Modern Information Security Strategy" for business leaders and CISOs.
Zero Trust Security
Demonstrates current interest by recently completing a "Certificate of Competence in Zero Trust (CCZT)" preparatory course, showing a focus on modern security frameworks.
GRC Leadership
Governance, Risk, and Compliance (GRC) is a core component of his professional headline, previous roles, and is highlighted as a key strength in recommendations.

Media Appearances

Paul has no verified media appearances

Work History

11-2025
Director at InfoSecAI LTD
1-2025 - 10-2025
Chief Technical Security Officer (CTSO/ vCISO) at Phoenix Software Limited
5-2024 - 1-2025
Information Security Program Manager at Philip Morris International
12-2022 - 4-2024
Principal Information Security Officer (CISO/ PISO) at Britannia Financial Group Limited
10-2021 - 12-2022
Head of Cybersecurity at MTN

Education

Master of Business Administration - MBA from Henley Business School
Higher National Diploma from Cape Peninsula University of Technology

More Information

Social Presence :

Prographics :

Exp : 11 Location : London, England, United Kingdom Job Level : Mid-senior Designation : Director at InfoSecAI LTD
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Insights For Selling To Paul Jolliffe

During A Call Or A Meeting

DO's

  • During followups, use phone or text if needed, they should be fine
  • Use phrases like 'your team deserves', 'best in class' etc.
  • Let them know of potential risks but suggest mitigation methods alongside

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't get into pricing discussions early on, steer conversation towards proven results
  • Don't focus too much on mutual contacts or bother about other stakeholders, focus on them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Paul Jolliffe is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Paul Jolliffe

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Paul Jolliffe move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Paul Jolliffe take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Paul Jolliffe

Personality Compatibility


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