Jonathan Waddingham / Services

Helping teams turn AI experimentation into practical change.

I help organisations adapt to AI in practical, measurable ways. My work spans product leadership, organisational strategy, hands-on prototyping, and cross-functional delivery.

Most organisations do not need more AI hype. They need space to experiment safely, identify what is genuinely useful, and build confidence in new ways of working.

Four ways I can help.

Over the last 20 years I have helped scale products, lead teams through change, and build cultures that embrace experimentation and continuous learning. Since 2023, I have also been working hands-on with teams integrating AI into real workflows, long before most organisations had formal AI plans.

01
Workshops

Workshops for product and innovation teams

Hands-on sessions designed to help teams move from ideas to learning quickly. Practical, collaborative, and shaped around your context rather than a generic workshop format.

  • Validate ideas before committing engineering time
  • Frame problems clearly and identify assumptions
  • Use AI-assisted prototyping to test desirability faster
  • Improve discovery and cross-functional collaboration

Formats range from focused two-hour sessions through to half-day and full-day workshops.

02
Advisory

Product advisory and consulting

Support for organisations working through specific product, innovation, growth, or AI-related challenges. Best suited to teams that want pragmatic thinking and someone comfortable operating across strategy and execution.

  • Product strategy and roadmap development
  • Discovery, validation, and experimentation
  • AI opportunity assessment
  • Growth and conversion optimisation
  • Operating models, OKRs, and team mentoring
  • Responsible AI approaches grounded in delivery

The biggest barriers are rarely technical. More often they are uncertainty, overloaded teams, unclear priorities, or simply not knowing where to start.

03
Fractional

Fractional product leadership

Part-time senior product leadership for organisations navigating growth, change, or new opportunities. Strategic direction and hands-on delivery in the same role.

  • Lead product and cross-functional teams
  • Align leadership around product direction
  • Improve delivery, prioritisation, and decision-making
  • Build healthier product culture and ways of working
  • Introduce AI-enabled workflows and experimentation practices

I have led product, design, and engineering teams across startups, scale-ups, and mission-driven organisations, helping teams respond to change with more clarity, better decisions, and steadier execution.

04
Adoption

Organisation-wide AI adoption

Helping organisations move from AI experimentation to practical, sustainable ways of working.

  • Identify workflows where AI can create real value
  • Build confidence through practical experimentation
  • Redesign ways of working around real team needs
  • Support leadership teams navigating change
  • Connect AI adoption to culture, behaviour, and outcomes

Most organisations do not need more AI hype. They need clarity, experimentation, and practical ways to help teams work differently.

A practical way to build capability across the organisation.

The work is about identifying practical opportunities where teams can save time, improve quality, and work more effectively.

That usually means understanding where you are, building useful workflows with the people doing the work, and then measuring what changed so you can decide what is worth scaling.

01

Understand where you are

Every organisation starts from a different place. I work with leadership teams to understand current behaviour, friction, uncertainty, and realistic opportunities.

  • Where AI is already being used
  • Which workflows create friction or wasted effort
  • Where teams feel blocked or uncertain
  • How AI adoption aligns with goals and culture
02

Build practical workflows and capability

Once the opportunities are clear, I work with teams to experiment, prototype, and embed new ways of working.

  • Leadership workshops and experimentation programmes
  • Workflow redesign and team coaching
  • Practical AI literacy and collaborative prototyping
  • Helping non-technical teams think more like product teams
03

Measure impact and plan what’s next

Sustainable adoption requires reflection, measurement, and iteration so the organisation can keep adapting as the technology changes.

  • What changed and where teams are seeing value
  • What barriers remain
  • Which experiments should scale further
  • How adoption connects into strategy, culture, and OKRs

Relevant experience

  • Led organisation-wide AI experimentation and internal AI enablement at Lightful
  • Worked across product, partnerships, delivery, operations, leadership, and learning teams to embed new ways of working
  • Rolled out internal AI learning and experimentation practices while maintaining a responsible, human-centred approach to adoption

Think like a product team.

Many organisations now need product thinking beyond the product function itself. I run workshops for non-technical teams that need to make better decisions, navigate uncertainty, and work more effectively with AI.

  • Practical decision-making when the path is not yet clear
  • Experimentation and prioritisation before overcommitting time or budget
  • Product thinking for teams outside the product function
  • AI-enabled workflows that help non-technical teams move faster with more confidence

The underlying principles are the same ones I have used throughout my career: stay close to real problems, test ideas early, and focus relentlessly on outcomes.

Interested?

If you are exploring how product thinking and AI could help your team or organisation work differently, I’d love to hear from you.

Start a conversation