James Hollywood

Observer
DISC Type : ci

Strategist at Whitefriar

London Area, United Kingdom

Overview

James is a Strategist at the Miami-based reputation management firm, Whitefriar. A graduate of St Mary’s University with a degree in Business Management and Entrepreneurship, he specializes in building strong digital footprints for executives and companies to help them secure board roles, speaking engagements, and partnerships.

He has a keen interest in business growth, innovation, and entrepreneurship, driven by opportunities for continuous learning and professional development. His educational background also includes a BTEC in Sport, suggesting a potential interest in athletics alongside his business focus.

His career shows a unique transition from roles like a delivery driver and barista to his current strategic position.

Personality Overview

Assertive

Curious

Example Seeker

They are likely to ask many questions and look heavily for supporting information.  They can sound friendly and charming but can quickly change gears to become inquisitive and probing. They are generally good communicators and can be hard to convince.

Topics They Care About

Executive Reputation
His role at Whitefriar involves building and managing the online presence of executives to enhance their influence and open doors to new opportunities.
Business Growth
He has a strong stated interest in the strategies and innovations that contribute to scaling a business's visibility and success.
Entrepreneurship
His degree is in Business Management and Entrepreneurship, and he is motivated by opportunities that require initiative and new ideas.

Media Appearances

James has no verified media appearances

Work History

12-2025
Strategist at Whitefriar
9-2021 - 12-2025
Barista at The Lensbury Resort
7-2021 - 9-2021
Delivery Driver at Zapp
4-2021 - 8-2021
Fast Food Team Member at Just Eat Takeaway.com

Education

2022 - 2025
Education details unavailable from St Mary’s University, Twickenham
9-2019 - 6-2021
BTEC in Sport from Esher Sixth Form College

More Information

Social Presence :

Prographics :

Exp : 4 Location : London Area, United Kingdom Job Level : Junior Designation : Strategist at Whitefriar
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Insights For Selling To James

During A Call Or A Meeting

DO's

  • Invite them for a social do but don’t rely solely on the relationship
  • Help them understand the risk aspect fully while inspiring confidence
  • Build rapport, it will come handy to handle hard questions later

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t brush off any concerns, take all questions seriously
  • Don’t rely excessively on your relationship with them to win the deal

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with James is

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

  • They are practical and friendly, don't expect a clear-cut response often.

Insights For Deal Planning

    How fast (or slow) will James move?

  • They like to be detailed and take their time to arrive at decisions.
  • Can James take some risk or not?

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

You And James

Personality Compatibility


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