Customer Success Leadership

Simon
Cooper

Enterprise CS leader specialising in expansion revenue and team building.
Open to CS leadership at scaling SaaS or AI-first companies.

San Francisco  ·  Singapore
Tel Aviv  ·  Tokyo
London  ·  Europe


About

15 years turning customer relationships into measurable business value

Customer success leader with a track record spanning global enterprises like Salesforce and Dataiku, scale-ups like Sigma Computing and Skai, and early-stage ventures including Affinio (Series A) — as both team member and leader. A career based in London, with work taking me to San Francisco, Singapore, Tel Aviv, Tokyo, and across Europe.

Now focused on the intersection of Customer Success strategy and AI enablement, helping SaaS organisations align success plans with real business value.

  • CS strategy and AI enablement
  • Value mapping and joint success planning
  • Churn reduction and scalable CS processes
  • AI's role in reshaping the CS discipline

138%

Net Dollar Retention
career best

15+

Years in
B2B SaaS

4

Countries with
direct reports managed

Worked at Salesforce Dataiku Sigma Computing Skai Affinio
Clients include Aviva Unilever Amazon BBC Barclays Expedia Diageo

Experience

Sigma Computing 2025 — Present

Senior Customer Success Manager

Building Sigma's EMEA Commercial CS operation from the ground up. 138% NDR.

Dataiku Aug 2023 — Dec 2024

Enterprise Customer Success Manager

Managed UK's largest book of business — $6.4m ARR across 4 enterprise accounts. 122% NRR vs 120% target. Closed a $700k upsell.

Salesforce Apr 2019 — Jul 2023

Senior Principal Success Manager

$7.4m ARR book across 13 EMEA accounts. 115% average NRR over four years; 98% retention against a 90% target.

Affinio Jul 2017 — Aug 2018

Director of Client Success

Grew regional NRR from 85% to 117% in a single year. Led a team of 4 across the UK, US and Canada.

Skai May 2012 — Dec 2016

Client Success Director

Led a team of 6 CSMs across London, Paris and Munich. Delivered 294% revenue growth against a 140% target.


Ventures

Consulting · Coaching

SF Cooper
Ltd

Founder — CS Enablement & Coaching

Digital training platform offering frameworks for early-stage SaaS teams, built around the Success Alignment Model — combining Value Mapping, Joint Success Planning, and QBR structure into a cohesive methodology. Includes downloadable resources and coaching support.

Newsletter · Education

Plain
AI

Writer & Publisher

Weekly newsletter helping business leaders understand AI without the hype. Focused on GenAI, agentic systems, and automation in SaaS — practical, clear, and promotion-free.

Featured articles


Let's talk

Open to CS leadership roles at scaling SaaS or AI-first companies.

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