Senior Product Leader

Simon
Freedman

20+ years of shipped product value, with a serious interest in what AI is making possible next.

Simon Freedman

About

Senior Product Leader with 20+ years of experience across B2B and B2C SaaS, app, AI, EdTech, FinTech, startups and enterprise.

People I've worked with describe me as having strategic clarity, sharp commercial instinct, and being the calmest person in the room when things get difficult. I'd like to think that's accurate.

I blog about Product in the Age of AI

Case Studies

GenAI Agentic Workflow

GenAI agent for £1.4m EBITDA impact

  • AI
  • B2B
  • DISCOVERY
  • COST EFFICIENCIES

Mobile App Relaunch

Full IA & UX app overhaul to boost revenue & usage

  • B2C
  • APP
  • DISCOVERY
  • GROWTH

Partner API Integration Platform

Greenfield API integration retaining £150m in insurance partner revenue.

  • B2B
  • API
  • INTEGRATION
  • REVENUE

Recommendations

Balancing blue sky thinking with practical ROI positioning. He is always calm under pressure, and brings a positive attitude to even the most challenging of conversations. A rare gem.

Kate Lowe

Head of Product, BPP

He takes the time to understand contexts that are new to him, asks the right questions, and is genuinely motivated by the use of technology to solve real problems and improve outcomes.

David Wooff

Director of Apprenticeship Quality & Regulation, BPP

He has a genuine commercial instinct, framing every product decision against revenue, margin, and competitive positioning, which made him as comfortable in front of the exec team as in a sprint planning session.

Janak Trivedi

Engineering Manager, BPP

Simon is exceptionally good at navigating go-to-market calls and leadership/stakeholder conversations. He frames trade-offs clearly, brings the right data, and consistently lands difficult prioritisation decisions with stakeholders bought in rather than bruised.

James Dryden

Principal Software Engineer, BPP

Simon is a very strong product professional with a breadth and depth of knowledge in Product discovery and setting the strategic direction of a product to drive both user value and commercial objectives. Simon quickly became a trusted partner internally developing relationships across the business with peers, leaders and team members.

Alex James

Head of Product, ParentPay

Simon led several initiatives that improved for our customers the products he was responsible for and increased our key business metrics. All this while keeping the teams' well-being and motivation at the forefront of the decision-making process.

Alejandro Barros Cuetos

Head of Technology, Compare the Market

Skills

AI Product

  • Designing human-in-the-loop workflows: AI for volume, humans for judgement
  • Evaluating where foundation models create leverage versus complexity
  • Reframing processes as AI-native by default, not AI-augmented

Product Leadership

  • Setting direction and holding conviction in ambiguous environments
  • Building accountability that doesn't rely on hierarchy
  • Coaching PMs to decide faster with less escalation

Product Strategy

  • Turning business goals into product bets with measurable outcomes
  • Prioritisation as a strategic act, not a backlog ritual
  • Connecting market signals, user needs, and commercial reality

Discovery & Research

  • Getting to the real problem before committing to a solution
  • Running lean research that informs without slowing delivery
  • Synthesising qualitative and quantitative signals into decisions

Delivery

  • Maintaining momentum without sacrificing quality or understanding
  • Knowing when to ship and when to hold
  • Creating conditions for engineering teams to do their best work

Commercial Acumen

  • Connecting product decisions to revenue, retention, and margin
  • Understanding unit economics well enough to talk credibly with finance
  • Framing product value in terms that matter beyond the backlog

Contact

Let's talk.

Open to senior product roles and collaborations.