Jon Pennington

Observer
DISC Type : ci

Chief Information Officer at Thomas Miller

London, England, United Kingdom

Overview

Jon Pennington is the Chief Information Officer at Thomas Miller, bringing an extensive background in IT leadership from his long tenure at Hiscox. He is an experienced leader with a strong technical foundation, managing everything from application development and cloud operations to information security. He holds a BSc in Psychology from the University of Portsmouth.

Jon actively participates in corporate social responsibility initiatives. He recently led his IT team in a volunteer day for St Mungos, a charity supporting adults experiencing homelessness, where they spent the day gardening to improve the outdoor space for the charitys clients.

Unique fact: Jons academic background is in Psychology, which provides a unique perspective on his technology leadership and team management.

Personality Overview

Value Driven

Assertive

Curious

They are generally strong communicators and are not easy to convince.  They can sound friendly and charming but can quickly change gears to become inquisitive and probing. They are likely to ask many questions and look heavily for supporting information.

Topics They Care About

IT Leadership
As CIO, he is actively building his IT leadership team and has posted about hiring for key management roles within his department.
Corporate Volunteering
Recently spent a day with his IT team volunteering at St Mungo's, a charity partner, to help improve facilities for people experiencing homelessness.
IT Service Management
His experience covers operational service, incident and problem management, and supplier relations, supported by an ITIL Foundation certification.

Media Appearances

Jon Pennington - Chief Information Officer at Thomas Miller | The Org. Featured in The Org

See Now

Work History

3-2025
Chief Information Officer at Thomas Miller
3-2022 - 6-2025
Head Of Application Development at Thomas Miller at Thomas Miller
8-2015 - 3-2022
Business Applications Manager - Europe at Hiscox
7-2013 - 7-2015
Application Development Manager at Hiscox
10-2011 - 6-2013
UI Application Development Manager at Hiscox

Education

1995 - 1998
BSc from University of Portsmouth
1992 - 1994
A-Level from Holy Cross College

More Information

Social Presence :

Prographics :

Exp : 15 Location : London, England, United Kingdom Job Level : Leadership Designation : Chief Information Officer at Thomas Miller
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Insights For Selling To Jon

During A Call Or A Meeting

DO's

  • Be prepared for a lot of questions, answer them objectively
  • Share testimonials from known people and give multiple examples of product value
  • Use phrases like ‘clear proof that’, ‘data shows’ etc.

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t try to rush them into a decision, provide all necessary information first
  • Avoid making offhand commitments

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jon is

  • Proven value, strong testimonials are important to them, relationships will have some weightage.
  • Will you ever get a clear answer from Jon

  • They are practical yet friendly, don’t expect a clear no very often.

Insights For Deal Planning

    How fast (or slow) will Jon move?

  • They like to analyze well and then make their decisions.
  • Can Jon take some risk or not?

  • They evaluate their decisions systematically and are less likely to take risks.

You And Jon

Personality Compatibility


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