Ryan built an AI agent for a Canadian insurer's Program Management Office. It reads every project closure report, finds the failures that keep coming back, and drafts the "repeat offenders" report in the PMO's own format.
The PMO produces a "repeat offenders" report: a lessons-learned analysis of the failures that recur across completed projects. It drives corrective action and accountability for problems that are systemic, not one-off.
A thorough cycle took a senior PM 30 to 50 hours of reading closure reports, cross-referencing issues, sorting them by theme and severity, and writing the result in the corporate format. So the reports were sampled, not read in full, and the analysis ran once a year. By the time a pattern was visible, the next projects had already repeated it.
There were no new platforms and no outside tools. The agent runs inside the client's existing Microsoft 365: Teams for the conversation, SharePoint for the closure report library, and Copilot Studio for the agent.
The work started with mapping the manual workflow and the structure of the closure reports, then confirming the repeat-offenders report as the highest-value first build. Prompts, the issue taxonomy and the agent design came next, followed by testing, deployment and team training.
The AI does the reading and the first draft in minutes. The PM still reviews the findings, which is where the 4 to 8 hours go, and owns what goes to leadership.
Each stage feeds the next, from raw closure reports to a report the PM signs off. Click a stage.
A simulation of the agent, with sample projects.
The win is not only hours. It is reading everything, four times a year, so a pattern gets caught while it can still be fixed.
A repeat failure cannot hide in the part of the portfolio nobody had time to read.
Moving from annual to quarterly turns a retrospective into an early warning.
Built inside Microsoft 365, so there was nothing new to buy, approve or secure.
The agent drafts. A person decides what the findings mean and who owns the fix.
The same pattern fits status packs, stage-gate reviews and lessons learned. Start with a conversation about the report your PMO produces too late.
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