Caroline Hayward

Trailblazer
DISC Type : ID

Chair & Angel Investor at LumenDash

London, England, United Kingdom

Overview

Caroline Hayward is the Founder and CEO of both ChairX, an international business network, and Hayward & Associates, an executive search firm. She specializes in connecting board-level executives and appointing senior roles in the technology and manufacturing sectors. She attended Rosebery County Grammar School.

Caroline is passionate about fostering business collaboration and supporting founders. She is an angel investor and has served on the investment panel for a foundation that provides loans to businesses rejected by banks. She frequently champions entrepreneurship, career resilience, and women in business.

Unique fact: She is an active angel investor and Chair for LumenDash, a marketing dashboard and AI startup.

Personality Overview

Friendly But Fast

Persuasive

Values Relationships

They like to keep things under control.  They respond better to a combination of speed and relationship. They are more likely to be open to unproven but exciting technologies.

Topics They Care About

Strategic Networking
As the founder of ChairX, her primary focus is connecting board members and executives to create business opportunities and foster collaboration.
Female Entrepreneurship
Uses her platform to advocate for women in business and highlights the importance of funding and support for female founders, as seen in her recent posts.
Board-Level Recruitment
Her executive search firm, Hayward & Associates, specializes in appointing Chairs, Non-Executive Directors, and other board roles across various sectors.

Media Appearances

Caroline has no verified media appearances

Work History

2-2025
Chair & Angel Investor at LumenDash
CEO and Founder at ChairX
10-1988
MD/CEO at Hayward & Associates Ltd
12-2018 - 2-2022
Advisory Board at AlphaSkill
1-2013 - 11-2015
Investment board / panel member at Fredericks Foundation

Education

Education details unavailable from Rosebery County Grammar School

More Information

Social Presence :

Prographics :

Exp : 31 Location : London, England, United Kingdom Job Level : Leadership Designation : Chair & Angel Investor at LumenDash
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Insights For Selling To Caroline

During A Call Or A Meeting

DO's

  • Give them control of the sales process
  • Address your competition clearly and confidently
  • Showcase existing customers and use case-studies to grab their attention

DONT's

  • Do not look like someone who doesn’t know what they are talking about
  • Don't make any commitments that you might not be able to fulfill
  • Don’t hesitate from asking questions or pushing them, but take a friendly approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Caroline is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Caroline

  • If they are not convinced, they will say no albeit in a friendly manner.


Insights For Deal Planning

    How fast (or slow) will Caroline move?

  • If you earn their trust and they develop faith in the product, they can make decisions quickly.
  • Can Caroline take some risk or not?

  • They can take risks if necessary.

You And Caroline

Personality Compatibility


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