Charlie Ross

Observer
DISC Type : ic

Account Executive at Deel

London, England, United Kingdom

Overview

Charlie is an Account Executive with a diverse background, including seven years of military experience as a British Army officer, having commissioned from the Royal Military Academy Sandhurst. He transitioned into tech sales, where he became a top-performing SDR at Cognism before moving into his current closing role at Deel.

Before his career in sales, Charlie spent time working as a deckhand on superyachts and served in high-pressure military environments. This unique journey has equipped him with strong interpersonal skills and a solid foundation in risk management, which he now applies to his sales career.

He humorously refers to himself as “ex-London’s Oldest SDR, ” highlighting his non-traditional path into the tech industry.

Personality Overview

Curious

Example Seeker

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 good communicators and can be hard to convince.

Topics They Care About

Exceeding Sales Quotas
Consistently surpassed sales targets in his previous SDR roles, with achievements like a 463% ramp, showcasing a focus on high performance and tangible results.
SDR to AE Transition
He successfully navigated the career path from a top-performing Sales Development Representative to an Account Executive, a journey he highlights in his professional story.
Global Workforce Management
His current role at Deel is focused on enabling companies to hire, manage, and pay international teams, making global work a core area of his expertise.

Media Appearances

Charlie has no verified media appearances

Work History

4-2026
Account Executive at Deel
9-2024 - 4-2026
Commercial Account Executive at Cognism
1-2024 - 8-2024
Senior Enterprise Sales Development Representative at Cognism
10-2023 - 12-2023
Enterprise Sales Development Representative at Cognism
4-2023 - 9-2023
Commercial Sales Development Representative at Cognism

Education

9-2014 - 8-2015
Regular Army Commission from Royal Military Academy Sandhurst
9-2010 - 7-2013
Bachelor of Science - BS from University of the West of England

More Information

Social Presence :

Prographics :

Exp : 10 Location : London, England, United Kingdom Job Level : Middle Designation : Account Executive at Deel
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Insights For Selling To Charlie

During A Call Or A Meeting

DO's

  • Build rapport, it will come handy to handle hard questions later
  • Help them realize that there is no personal risk in making this decision
  • Be prepared for a lot of questions, answer them objectively

DONT's

  • Don’t try to rush them into a decision, provide all necessary information first
  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t brush off any concerns, take all questions seriously

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Charlie is

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

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

Insights For Deal Planning

    How fast (or slow) will Charlie move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Charlie take some risk or not?

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

You And Charlie

Personality Compatibility


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