Measure
See how your team uses AI today. Find the time lost, the skills missing and the work worth improving.
Turn AI experiments
into better work.
Tomorrow Kind AI helps leadership teams find the workflows worth changing and build a practical route to repeatable value.
Organisations worked with
Busy teams. Rising costs.
The same work, on repeat.
Your team is paying for AI tools, yet still losing hours to drafting, checking and reporting. A few people move faster. Everyone else is left to work it out alone.
Every week this continues costs time and capacity. The gap grows when other teams turn those individual gains into a better way of working.
The Tomorrow Kind approach
Measure. Move.
Multiply.
Move
Build confidence through real work. Give people practical workflows, clear checks and a useful next step.
Multiply
Make progress shared. Spread what works, build ownership and track the value across the team.
Know your team’s level.
Make the next move.
People in the same team can be at different levels. We measure the starting point, then build the skills and habits that help the whole team progress. You don’t need to begin at Level 0.
- Level 0
Observer
No meaningful use in the past month.
- Level 1
Explorer
Occasional use, mostly working things out alone.
- Level 2
Operator
Weekly use, shared resources and checked outputs.
- Level 3
Builder
Builds workflows and helps colleagues use them.
- Level 4
Multiplier
Redesigns work and lifts the people around them.
Understand the levels and what comes next
Level 0 · ObserverStart with a relevant example and a safe task to try.
Level 1 · ExplorerBuild a regular practice, with approved tools and checks.
Level 2 · OperatorTurn useful tasks into repeatable team workflows.
Level 3 · BuilderDevelop ownership and measure value beyond one person.
Level 4 · MultiplierKeep improving how the team works as its capability grows.
Progress means stronger habits and better work—not collecting tools or racing to a label.
From individual confidence to team capability
Make the learning
part of the work.
A practical place to start
AI Workflow Value Sprint
Know where to focus.
Leave ready to act.
Already trying AI? Start with a focused sprint. In 3–6 weeks, see where your team stands, identify the work with the strongest potential return and design the workflows to move forward. A contained investment before a bigger commitment.
- Duration
- 3–6 weeks
- From
- £7,500
- Workflow designs
- 1–3 priorities
The right work to change
A readiness assessment, stakeholder conversations and a review of time and friction reveal the opportunities worth pursuing.
A practical design
Detailed designs for 1–3 priority workflows, with targeted support for the people who will use them. Human judgement and quality checks are built in.
A decision you can make
Expected value, assumptions, dependencies and implementation requirements, brought together in a leadership readout and prioritised roadmap.
Support for
your next stage.
Need a shared starting point, or ready to take the work further? These sit alongside the sprint.
Masterclasses & training
For networks, leadership groups, membership bodies and teams building a shared starting point.
A half or full day built around your members’ or team’s actual work. They leave with something to use the following week. Practical learning, with no sales pitch from the stage.
Get a quoteConsulting & advisory
Your priorities are clear and you’re ready to implement.
Support to redesign workflows, build capability and guide organisational change. Agree ownership, governance and the specialist technical support needed as AI becomes part of everyday work.
Get a quoteThe difference
clients describe.
Business owners and leaders on Jillian’s AI strategy and training work.
“Jillian built our session around the work we actually do every day, not a canned demo. It was a jumpstart that helped our team become more comfortable using these tools and gave them a solid foundation for building workflows the whole team can use. A few months in, our team has leveraged those initial learnings and is now running repeatable workflows for agreement drafting and review, validating drafts against what was actually requested, and our monthly contract reporting to leadership.”
“This wasn't about what AI can do for my business, but why and how to use it.”
“As the owner of the Yorkshire Leadership Group I was delighted at the quality of the AI Masterclass Jillian delivered.”
“A very clear, structured introduction by Jillian into an amazing development area of society with AI, which introduces particular personal and commercial challenges.”
“Working with Jillian was a deeply collaborative experience. … Her approach is refreshingly realistic; she didn’t just push technology for technology’s sake, but instead tailored her AI transformation strategy to fit our unique budget and operational needs.”
Key
questions.
Is the sprint right for our team?
It is designed for a team already trying AI, with a recurring workflow problem and a leader who can act on the findings. Around 10–20 people is a useful starting scope. If you need basic confidence first, a masterclass or training may fit better. We establish that on the discovery call.
What does it cost, and how do we assess the return?
The sprint starts from £7,500, with scope and fee agreed before work begins. We assess time, cost and quality to estimate the potential value of each workflow. Assumptions, implementation costs and measures of success are made explicit; savings are tested during implementation.
What will we have after 3–6 weeks?
A clear view of your team’s AI readiness, prioritised opportunities, designs for 1–3 workflows, targeted training and a practical roadmap. You will know what to change, who needs to be involved and what implementation requires.
What does our team need to contribute?
Selected conversations, appropriate examples of work and focused design sessions. We agree the time commitment at the start. Deep system access is not required. Technical deployment, integrations and custom development are scoped separately, with the specialist support needed.
Meet Jillian Alexander.
Building with AI since 2017.
Jillian Alexander helps leadership teams turn AI experimentation into useful, responsible ways of working. Her work brings together AI strategy, workflow design and the human decisions that determine whether change lasts.
Her experience spans legal operations at Rithum, leadership groups and mission-led organisations. She founded applied-AI company Safe & the City in 2017 and led it for nearly eight years.
A UK Top 20 Woman in Data, TEDx speaker and author of The Tethered Mind, Jillian combines hands-on AI experience with public health and behavioural science. You work directly with her to build capability, sound judgement and better ways of working.
Let’s connect on LinkedInMeasure · Move · Multiply
Bring the work
you want to improve.
Tell Jillian what is taking too long, where AI is already being tried and what you need to decide. Together, we’ll work out whether a sprint is the right next step.
Book a Discovery Call