Catching the wrong file before it’s sent: AI checks evidence against the request, so auditors don’t have to chase.
Role
Lead Product Designer
Company
Optro (formerly AuditBoard)
Period
Q4 2025
Team
Tiger team: product, design and engineering leads, plus two to four engineers
AI File Checks flags what’s wrong with an uploaded file, and why, before it goes back to the auditor.
Overview
During an audit, auditors request evidence from stakeholders: people outside the audit team who hold the files, like invoice reports or access logs. Collecting it is slow, and the wrong file often comes back.
We added AI file checks to the evidence request. The person uploading sees right away whether their file matches the request, and can fix it before the auditor ever has to chase.
My role
Design lead on a tiger team: three leads (product, design, engineering) plus two to four engineers
Designed both sides: the auditor’s requests and the stakeholder’s upload experience
Kept the scope small and the design minimal, so we could build and test quickly
The problem
Slow communication: auditors spend hours following up on requests for files
The wrong files come back: each mistake means another round of back and forth
Repetitive work: the same requests repeat monthly, quarterly and yearly, taking time from high-value work
How I did it
Scrappy and fast, by design
Tiger team
Three leads (product, design, engineering) plus two to four engineers.
Small scope
Small design changes to do one job well, not a whole module redesign.
Build to test
Working code in front of users, not static mockups.
Prove the value
Show it can work before investing more.
The auditor’s side
Task cards, not a redesign
To test the idea fast, we added simple task cards to the bottom of each test phase: population, sample list, evidence collection and annotation. Minimal design and build, enough to learn.
Each card is one step of the control test, from requesting the population to annotating samples.
Sampling methodology and size pre-filled from the test details.Samples ready to test, with the test sheet prefilled.
The stakeholder’s flow
Completing the task correctly, the first time
The person who receives an evidence request uploads their files, and AI checks them against the request for scope, structure and quality.
1 · Request received: the task shows exactly what’s needed, the sample period and the control.2 · AI flags issues: missing columns and out-of-period records, explained in plain language.3 · Validated: the corrected file is marked Matched and goes back to the auditor.
Key design decisions
Inside the existing task
The checks sit inside the evidence request people already use, not a new tool.
People stay in control
Results are suggestions for reviewers to act on, never automatic decisions.
An audit trail
A downloadable run log records what AI checked, which matters in a regulated setting.
Outcome
Launched to customers behind a feature flag, built by a small tiger team
It proved we could do more, so the work continued into the next quarter
What I took from it: speed matters. Building small and fast proved the value quickly, without months of investment up front.