Charlie Pickering

Energizer
DISC Type : I

Technical Advisor – Livingbridge Software Advisory Board at Livingbridge

Castlelevington, England, United Kingdom

Overview

Charlie Pickering is a visionary Group CTO with a track record of scaling PE-backed software firms to £1bn+ valuations. An alumnus of Teesside University, he specializes in aligning technology with commercial goals through cloud-native platforms, strategic M&A, and embedding AI foundations, particularly within the construction and HCM verticals. Colleagues describe him as an inspirational leader.

He drove the strategy to scale Causeway Technologies from a £110m company to an enterprise value of over £1 billion.

Personality Overview

Informal

Imaginative

Enthusiastic

Unlike C or D types, they are vocal with their opinions but not so much with their questions.  They are not always early adopters but can be pursuaded by leveraging strong relationships. They are people oriented, friendly and like creating new connections.

Topics They Care About

Scaling Tech Companies
He has proven experience leading private equity-backed software organizations from £100m to over £1bn valuations through transformative technology strategies.
Strategic M&A
As a technical advisor, he assesses acquisition targets and leads technical due diligence, spearheading multiple strategic acquisitions in his CTO roles.
AI-Driven Platforms
Focuses on delivering cloud-native platforms that enable persona-based workflows and provide the essential foundations for agentic AI applications.

Media Appearances

The Livingbridge Software Advisory Board. Featured in Livingbridge

See Now

Work History

4-2021
Technical Advisor – Livingbridge Software Advisory Board at Livingbridge
4-2019 - 1-2026
Chief Technology Officer at Causeway Technologies
10-2016 - 4-2019
Group CTO at IRIS Software Group
6-2012 - 4-2016
CTPO - HCM Division at IRIS Software Group
3-2008 - 4-2012
CTPO - ITC Division at IRIS Software Group

Education

9-1993 - 6-1997
Bachelor of Science - BS from Teesside University

More Information

Social Presence :

Prographics :

Exp : 23 Location : Castlelevington, England, United Kingdom Job Level : N/A Designation : Technical Advisor – Livingbridge Software Advisory Board at Livingbridge
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Insights For Selling To Charlie

During A Call Or A Meeting

DO's

  • Use adjectives like ‘amazing’, ‘coolest’, ‘unbelievable’ etc.
  • Talk about their team and how your product will help them do things better and easier
  • Be friendly and entertaining in your conversation

DONT's

  • Avoid ifs and buts, don’t talk too much about the risks etc.
  • Don’t push them to make a decision too fast, let them get comfortable first
  • Avoid cutting into their flow

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Charlie is

  • Relationship and trust can be vital with them, sometimes more than anything else.
  • Will you ever get a clear answer from Charlie

  • They are unlikely to say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Charlie move?

  • They are not the fastest decision makers, their friendly approach can give false positive signals.
  • Can Charlie take some risk or not?

  • They can take certain risks that are unlikely to have personal consequences.

You And Charlie

Personality Compatibility


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