Designing an AI-Led
School-to-Work Journey
Designing an AI-Led
School to Work Journey
How I helped shape Anyway into a unified school-to-work product that connects AI guide, student signals, gamified rewards, pathways, and real-world opportunities.
How I helped shape Anyway into a unified school-to-work product that connects AI guide, student signals, gamified rewards, pathways, and real-world opportunities.
How I helped shape Anyway into a unified school-to-work product that connects AI guide, student signals, gamified rewards, pathways, and real-world opportunities.
AI Product Design
UX Strategy
Business Innovation
Student Engagement
Gamified Interaction Design
AI Product Design
UX Strategy
Business Innovation
Student Engagement
Gamified Interaction Design
AI Product Design
UX Strategy
Business Innovation
Student Engagement
Gamified Interaction Design
40% NPS
uplift after redesigning the AI experience
40% NPS
uplift after redesigning the AI experience
AI-first
coach-led product direction
AI-first
coach-led product direction
Multi-sided
students, schools, partners, government
Multi
sided
students, schools, partners, government
Reusable frameworks
used across product, GTM, and design delivery
Scalable
Framework
used across product, GTM, and design delivery

Leadership collaboration
CEO, PM, EM, UI, devs, business teams

Leadership collaboration
CEO, PM, EM, UI, devs, business teams
The Problem
The Problem
The career guidance system was stretched.
The career guidance system was stretched.
The career guidance system was stretched.
With counsellors supporting hundreds of students, young people often enter the school-to-work transition feeling blind, overwhelmed, and unsupported.
With counsellors supporting hundreds of students, young people often enter the school-to-work transition feeling blind, overwhelmed, and unsupported.
With counsellors supporting hundreds of students, young people often enter the school-to-work transition feeling blind, overwhelmed, and unsupported.

The Early Signal
The Early Signal
1,000 students in week one. The real challenge was getting them back.
1,000 students in week one. The real challenge was getting them back.
1,000 students in week one. The real challenge was getting them back.
The learn-and-earn campaign worked. Students came for the coins real money earned by engaging with sponsored content. Week one numbers were strong. But retention collapsed fast.
The learn-and-earn campaign worked. Students came for the coins real money earned by engaging with sponsored content. Week one numbers were strong. But retention collapsed fast.
The learn-and-earn campaign worked. Students came for the coins real money earned by engaging with sponsored content. Week one numbers were strong. But retention collapsed fast.
Drop-off after first flow completion. Low return visits. High bounce after reward redemption.
Drop-off after first flow completion. Low return visits. High bounce after reward redemption.
Drop-off after first flow completion. Low return visits. High bounce after reward redemption.
The AI felt like a form, not a conversation. It gave instructions instead of asking questions.
The AI felt like a form, not a conversation. It gave instructions instead of asking questions.
The AI felt like a form, not a conversation. It gave instructions instead of asking questions.
I led the UX strategy
I led the UX strategy
I led the UX strategy
AI Coach Experience
AI Coach Experience
Product Frameworks
Product Frameworks
Prototypes & User Testing
Prototypes & User Testing
Product & Engineering Alignment
Product & Engineering Alignment
Business Strategy & GTM
Business Strategy & GTM
When early launch data showed significant drop-off, I led the diagnostic process, running user testing, synthesising behavioural signals, and rebuilding the AI experience architecture from the ground up along with delivery across leadership, product, engineering, design, and business teams.
When early launch data showed significant drop-off, I led the diagnostic process, running user testing, synthesising behavioural signals, and rebuilding the AI experience architecture from the ground up along with delivery across leadership, product, engineering, design, and business teams.
Solution
An AI coach that understands each student’s signals and turns them into a personalised school to work journey across careers and pathways.
Solution
An AI coach that understands each student’s signals and turns them into a personalised school to work journey across careers and pathways.
Career stories, job insights, courses, and opportunities that help students explore what’s possible.
Content
Career stories, job insights, courses, and opportunities that help students explore what’s possible.
Content
Guided tasks that help students discover interests, reflect on choices, and build career confidence.

Activities
Guided tasks that help students discover interests, reflect on choices, and build career confidence.

Activities
User Signals
& Patterns
Every quiz answer, favourite, action, and reflection becomes a signal the system can learn from.


User Signals
& Patterns
Every quiz answer, favourite, action, and reflection becomes a signal the system can learn from.


AI Coach
Contextualising and personalising career journey
AI Coach
Contextualising and personalising career journey
Insights
Insights
Students weren’t just looking for more career information. They needed help understanding what their interests, behaviours, and choices meant and what they could do next.
Students weren’t just looking for more career information. They needed help understanding what their interests, behaviours, and choices meant and what they could do next.
Students weren’t just looking for more career information. They needed help understanding what their interests, behaviours, and choices meant and what they could do next.
Business Value
Business Value
The business needed a product direction that could support student engagement, school outcomes, partner value, and an
AI-forward market position.
The business needed a product direction that could support student engagement, school outcomes, partner value, and an
AI-forward market position.
The business needed a product direction that could support student engagement, school outcomes, partner value, and an
AI-forward market position.
PRODUCT
FRAMEWORK
COLLECT . CONNECT . GUIDE
PRODUCT
FRAMEWORK
COLLECT . CONNECT . GUIDE
Collect
Student dots from quizzes, favourites, jobs, institutions, rewards, and activities.

Collect
Student dots from quizzes, favourites, jobs, institutions, rewards, and activities.


Connect
AI turns scattered signals into patterns, interests, confidence, and pathway themes.

Connect
AI turns scattered signals into patterns, interests, confidence, and pathway themes.
Guide
The product nudges students toward exploration, pathways, and application readiness.
Guide
The product nudges students toward exploration, pathways, and application readiness.
Student Engagement
Career planning only works when students stay motivated long enough to explore, reflect, and take meaningful next steps.
Student Engagement
Student Engagement
Career planning only works when students stay motivated long enough to explore, reflect, and take meaningful next steps.
Career planning only works when students stay motivated long enough to explore, reflect, and take meaningful next steps.
Engagement wasn't just good for students it created a value loop for partners who could reach young people through learning, not advertising.
Engagement wasn't just good for students it created a value loop for partners who could reach young people through learning, not advertising.
Engagement wasn't just good for students it created a value loop for partners who could reach young people through learning, not advertising.
Value for Partners
Value for Partners
Value for Partners












Badges, academies, and virtual experiences made partners feel useful and approachable, exposing students through learning, not advertising.
Badges, academies, and virtual experiences made partners feel useful and approachable, exposing students through learning, not advertising.
What this
UNLOCKED
What this
UNLOCKED
What this
UNLOCKED
Connected
Ecosystem
Connected
Ecosystem
Students, schools, partners, and government in one connected system
Students, schools, partners, and government in one connected system
AI with
purpose
AI with
purpose
Scalable
Framework
45-min average sessions the longest unplanned engagement on the platform
Scalable
Framework
45-min average sessions the longest unplanned engagement on the platform
Created stronger GTM storytelling and partner opportunities.
Created stronger GTM storytelling and partner opportunities.
The outcome is more than a product flow.
The outcome is more than a product flow.
The outcome is more than a product flow.
It is a system for helping students move forward.
It is a system for helping students move forward.
It is a system for helping students move forward.

Leadership collaboration
CEO, PM, EM, UI, devs, business teams
5 years
shaping student-facing product strategy
AI-first
coach-led product direction
Multi-sided
students, schools, partners, business
Reusable frameworks
used across product, GTM, and design delivery













