Customer Success Leadership

Simon
Cooper

Seeking CS leadership opportunities in scaling SaaS or AI-first teams.
15+ years building customer outcomes at global enterprise scale.

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 Skai, and early-stage ventures including Affinio (Series A) — as both team member and leader. A career built on the ground — in 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

$7.4M

ARR managed across
international portfolios

15+

Years in
B2B SaaS

6

Countries &
regions worked

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

Projects

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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