Anna Benn

Observer
DISC Type : ci

CEO / Founder at OLS (The Online Studio)

Greater London, England, United Kingdom

Overview

Anna Benn is the CEO and Founder of OLS (The Online Studio), an AI-amplified creative design studio she has led for over 15 years. Her agency specializes in elevating digital content for global brands by supporting their in-house creative teams. She holds a BA from the University of Warwick.

Outside of her professional life, Anna is passionate about community engagement and is involved with London Play Design, an organization dedicated to supporting local communities. She draws inspiration from a wide range of speakers and thinkers, including figures like Dr. Jane Goodall, indicating a keen interest in technology, science, and humanitarianism.

In 2024, Anna transitioned her company to an employee-owned business, demonstrating a deep commitment to her teams success and well-being.

Personality Overview

Example Seeker

Curious

Assertive

They can sound friendly and charming but can quickly change gears to become inquisitive and probing.  They ask a lot of questions and rely heavily on information and collaterals. They are generally strong communicators and are not easy to convince.

Topics They Care About

Employee Ownership
Transitioned her company, OLS, to an employee-owned model in 2024, frequently expressing excitement about her team becoming co-owners of the business.
AI in Creative Design
Leads an "AI-amplified creative design studio" and has spent significant time developing the company's AI strategy to enhance creative output for global brands.
Team and Culture
Emphasizes that her team is at the heart of the company's success, which is further demonstrated by the recent transition to an employee-owned model.

Media Appearances

Anna has no verified media appearances

Work History

9-2007
CEO / Founder at OLS (The Online Studio)
2007 - 2007
Creative Services Director at Chemistry Communications
2007 - 2007
Project Manager at Tullo Marshall Warren
2005 - 2007
Creative Services Director at Dialogue DLKW
2004 - 2005
Project Manager at Miller Bainbridge

Education

BA from University of Warwick
Education details unavailable from Wellington School

More Information

Social Presence :

Prographics :

Exp : 27 Location : Greater London, England, United Kingdom Job Level : Leadership Designation : CEO / Founder at OLS (The Online Studio)
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Insights For Selling To Anna

During A Call Or A Meeting

DO's

  • Ask them questions to understand their needs better while staying affable
  • Help them realize that there is no personal risk in making this decision
  • Help them understand the risk aspect fully while inspiring confidence

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Anna is

  • Proven value, strong testimonials are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Anna

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

Insights For Deal Planning

    How fast (or slow) will Anna move?

  • They like to analyze well and can take their time to reach any decisions.
  • Can Anna take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Anna

Personality Compatibility


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