Oliver Fitzgerald

Enthusiast
DISC Type : i

Enterprise Account Executive at Decagon

United Kingdom

Overview

Oliver is an Enterprise Account Executive at Decagon, specializing in AI-driven customer experience solutions for the EMEA market. He successfully transitioned from the insurance industry to SaaS, where he became a top performer at Talkdesk, earning Presidents Club honors. He is a graduate of Durham University.

His career highlights include being ranked the #1 Commercial AE in EMEA at Talkdesk, demonstrating a consistent record of exceeding sales targets by significant margins.

Personality Overview

Optimistic

Story Driven

Consensus Focused

Unlike D or C types, they are convinced more by stories and testimonials.  They are more about building relationships than just cutting deals. They are generally friendly, so be careful when relying on their word.

Topics They Care About

AI in Customer Experience
His current role at Decagon is focused on transforming customer support with AI agents that use "human-level reasoning" to solve complex problems at scale.
SaaS Sales Excellence
He has a proven track record of high achievement, attaining 192% of his quota and qualifying for President's Club at his previous role.
Contact Center Modernization
He celebrates clients who use technology to innovate, such as using AI to jump from 1% to 100% call evaluation for better compliance and efficiency.

Media Appearances

Oliver has no verified media appearances

Work History

3-2026
Enterprise Account Executive at Decagon
5-2025 - 3-2026
Enterprise Account Executive at Talkdesk
1-2022 - 5-2025
Account Executive at Talkdesk
6-2019 - 1-2022
Consultant at Howden Insurance Brokers
6-2018 - 1-2019
Consultant at Punter Southall Health & Protection

Education

2010 - 2013
Bachelor of Arts (BA) from Durham University
2008 - 2010
A Level from Royal Russell School

More Information

Social Presence :

Prographics :

Exp : 14 Location : United Kingdom Job Level : Middle Designation : Enterprise Account Executive at Decagon
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Insights For Selling To Oliver

During A Call Or A Meeting

DO's

  • Maintain high, positive energy and convey confidence
  • Refer to interesting customer testimonials and stress on great customer experience
  • Compliment them about their personality if you get a chance

DONT's

  • Don’t ask too many questions in one go, weave them into the flow
  • Don’t be too formal with them, they trust informality more
  • Don't be critical or challenge them openly, they can react defensively

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Oliver is

  • Relationships and rapport matter to them, but so does the value of the product.
  • Will you ever get a clear answer from Oliver

  • They will hardly ever say a direct no.

Insights For Deal Planning

    How fast (or slow) will Oliver move?

  • Even when they are constantly engaged, they do not reach decisions quickly.
  • Can Oliver take some risk or not?

  • If it seems really necessary, they can take small risks.

You And Oliver

Personality Compatibility


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