Discovery project exploring potential improvements for Trello
Faith Awokunle
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Posted Aug 14, 2025
Designed AI for Trello to prioritize tasks, enhancing clarity and productivity.
The Problem – The Monday Morning Sinkhole
We’ve all been there. You open your task board and it’s pure chaos - random lists, half-done ideas, and cards that probably shouldn’t even be there anymore. You spend more time figuring out what to do than actually doing it.
Problem and Opportunity Gap
Research – Stepping Into Alex’s Shoes
Persona
Our “Alex” isn’t just one person — he’s every busy creative who’s drowning in good intentions and bad organization. His problem isn’t the lack of tools; it’s that his tools don’t give him clarity.
User Persona
Competitor Check
Other tools claim to “auto-prioritize,” but most feel generic, they don’t adapt to how you work. That gap became our opening: an AI that learns your style and works with you, not over you.
Competitor analysis
User Flow
We mapped the process so the AI always explains its suggestions before anything changes. You’re still the boss.
User flow
Feature Prioritization
We gave each idea a score based on how important it was, how urgent it felt, and how confident we were that AI could pull it off. That math gave us a “Priority” number — the higher the score, the sooner it made the cut.
Eisen-hower matrix for feature prioritization
The Fix – AI With a Human Touch
One click. That’s it. The AI scans your board, lines up your week, and gives you the list before it makes changes — so you’re never surprised.
Default Board with AI button
During AI analysis
After AI analysis - One click, full review before applying
How Trello AI Calculates Priority Scores
Our prioritization model blends three key factors into a single score:
Importance – Derived from labels, due dates, and custom priority tags.
Urgency – Based on approaching deadlines and task dependencies.
This ensures that tasks with high strategic value, time sensitivity, and strong prediction reliability rise to the top, while lower-impact or uncertain tasks are deprioritized.
The Shift – From Chaos to Clarity
In 10 seconds, Alex’s Monday stopped being a sorting session and started being actual work time. The board works for him now, not the other way around.
After AI prioritization
What’s Next – Opportunity Gaps
This project taught me one thing: AI is only as good as the trust it builds. We kept users in the loop and let them make the final call. Still, there’s room to grow:
Handle recurring tasks more smartly
Show priorities for whole teams at once
Sync with calendars to block focus time automatically