Jack Roberts

Pioneer
DISC Type : sdi

Co-Founder at Glaido

United Kingdom

Overview

Jack Roberts is the founder of Teddy AI and a Top-100 UK Entrepreneur specializing in AI automation systems. A law graduate from The University of Sheffield, he now educates thousands of entrepreneurs on using AI to automate tasks, scale operations, and grow their businesses without increasing employee headcount.

After completing his law degree, Jack pivoted from a traditional career path to build and sell a Top-100 UK tech start-up without any initial investors.

Personality Overview

Driven But Considerate

Decisive But Friendly

Dynamic But Sincere

They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed  If they are convinced, they can become very strong champions for your product They have the unique ability to win both love and respect from their team (or outsiders)

Topics They Care About

AI Automation
His company, Teddy AI, helps businesses deploy high ROI AI automation systems. He has coached over 5, 000 entrepreneurs on the topic.
Entrepreneurial Scaling
Focuses on helping entrepreneurs scale their businesses and increase profit without having to hire more employees.
Business Education
He is passionate about educating business owners, demonstrated by his YouTube channel with over 100, 000 subscribers and his 'AI Automations' community.

Media Appearances

Jack has no verified media appearances

Work History

9-2025
Co-Founder at Glaido
8-2024
Founder at Teddy AI
5-2024
Founder at AI Automations by Jack
4-2024
AI Automations by Jack Skool Community at Skool

Education

9-2011 - 7-2015
Bachelor of Laws - LLB from The University of Sheffield

More Information

Social Presence :

Prographics :

Exp : 1 Location : United Kingdom Job Level : Leadership Designation : Co-Founder at Glaido
URL has been copied!

Insights For Selling To Jack

During A Call Or A Meeting

DO's

  • Ask them for a lunch or coffee once some rapport has been established
  • Build a trustworthy relationship while keeping the product center-stage
  • Keep your pitch focused on the impact but nurture the relationship too

DONT's

  • Don’t be very informal during the early interactions even if they are being so themselves
  • Don't lean very heavily into providing too much information, sharing whitepapers etc.
  • Avoid focusing only on the product or its ROI, keep building trust subtly

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jack is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Jack

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Jack move?

  • They are generally fast movers and can take quick decisions
  • Can Jack take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Jack

Personality Compatibility


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