Douglas Gresham

Observer
DISC Type : ic

Director of Engineering at Trainline

London, England, United Kingdom

Overview

Douglas Gresham is the Director of Engineering at Trainline, with a career including leadership roles at Skyscanner, Facebook, and Google. Specializing in full-stack development, he focuses on building high-performing teams and driving technical design. He holds a BEng from The University of Edinburgh and received Googles second-highest award for innovation and impact.

Outside of work, Douglas is a motorsport enthusiast and incorporates lessons from Formula 1 into his writing on leadership. His interests also include video games, where he sometimes does speedruns, and early 20th-century abstract art. He uses his personal blog to explore topics on engineering culture and leadership.

He is a listed inventor on a patent for a system that provides point-of-interest data to user devices based on variable zones.

Personality Overview

Example Seeker

Assertive

Curious

They can sound friendly and charming but can quickly change gears to become inquisitive and probing.  They are likely to ask many questions and look heavily for supporting information. They are generally strong communicators and are not easy to convince.

Topics They Care About

Blameless Team Culture
Writes extensively about building effective team cultures, drawing inspiration and direct analogies from the high-pressure environment of Formula 1 pit crews.
Engineering Metrics
He believes that bad metrics and KPIs can drive out good engineering practices, leading to a culture of mediocrity rather than impactful work.
Motorsport and F1
A passionate Formula 1 fan who uses the sport's team dynamics and leadership examples as a framework for his professional writing.

Media Appearances

Douglas has no verified media appearances

Work History

1-2026
Director of Engineering at Trainline
8-2019 - 1-2026
Director Of Engineering at Skyscanner
3-2018 - 7-2019
Software Engineering Manager at Facebook
9-2007 - 1-2018
Software Engineer at Google

Education

2003 - 2007
BEng (Hons) from The University of Edinburgh

More Information

Social Presence :

Prographics :

Exp : 18 Location : London, England, United Kingdom Job Level : Mid-senior Designation : Director of Engineering at Trainline
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Insights For Selling To Douglas

During A Call Or A Meeting

DO's

  • Persuade objectively how your product will help them achieve their goals
  • Share testimonials from known people and give multiple examples of product value
  • Use phrases like ‘clear proof that’, ‘data shows’ etc.

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 Douglas is

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

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

Insights For Deal Planning

    How fast (or slow) will Douglas move?

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

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

You And Douglas

Personality Compatibility


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