Richard Lewis ☁️

Pioneer
DISC Type : sdi

VP of Sales at Cytora

London, England, United Kingdom

Overview

Richard is the VP of Sales at Cytora, focusing on AI-powered digital risk processing for the commercial insurance sector. His career includes leadership roles at Salesforce and Oracle, centered on financial services technology. Colleagues consistently describe him as diligent, knowledgeable, and personable.

His team at Cytora recently won the "Best AI & Automation Solutions Provider" award, highlighting their innovative work in the industry.

Personality Overview

Decisive But Friendly

Driven But Considerate

Dynamic But Sincere

They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed  They have the unique ability to win both love and respect from their team (or outsiders) If they are convinced, they can become very strong champions for your product

Topics They Care About

AI in Insurance
His work and public posts center on applying market-leading AI to digitize risk and solve major challenges for commercial insurance carriers.
Digital Risk Processing
His professional focus is on enabling smarter, data-driven risk decisions for commercial lines through innovative technology and automation.
Building Sales Teams
He is actively hiring and developing top-tier sales and presales talent to expand Cytora's footprint within the insurance market.

Media Appearances

The Blueprint for Risk Digitization POCs – Featuring Zaheer Hooda and Richard Lewis (Cytora). Featured in Cytora (Official Podcast)

See Now

Work History

9-2025
VP of Sales at Cytora
10-2024 - 9-2025
Sales Director at Cytora
5-2019 - 5-2024
Industry Director - Insurance, Health & Financial Services @ Salesforce Industries at Salesforce
9-2013 - 4-2019
Financial Services Lead, Oracle Marketing Cloud at Oracle
3-2011 - 8-2013
Enterprise Sales Manager at Emailvision

Education

1992 - 1999
Education details unavailable from Arthur Mellows Village College

More Information

Social Presence :

Prographics :

Exp : 27 Location : London, England, United Kingdom Job Level : Senior Designation : VP of Sales at Cytora
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Insights For Selling To Richard

During A Call Or A Meeting

DO's

  • During followups, use calls or text if needed, they should be fine
  • Mostly stick to your standard pitch and qualifying script, but add some stories or anecdotes to it
  • Keep your pitch focused on the impact but nurture the relationship too

DONT's

  • Don't lean very heavily into providing too much information, sharing whitepapers etc.
  • Don’t hesitate from asking questions or pushing them, but take a formal approach
  • Don’t be very informal during the early interactions even if they are being so themselves

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Richard is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Richard

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Richard move?

  • They are generally fast movers and can take quick decisions
  • Can Richard take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Richard

Personality Compatibility


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