10/13/2026
Last month I was planning a personal retreat.
The retreat itself wasn't the hard part.
The hard part was comparing websites, dates, flights, accommodation options, costs, travel restrictions, and all the little details that pile up when you're trying to make a good decision.
Instead of keeping notes in a document and juggling dozens of browser tabs, I tried something different.
I used Microsoft 365 Copilot as my planning partner.
I gathered information from multiple sources, gave Copilot my constraints and preferences, asked it to identify trade-offs, compare options, recommend an itinerary, and finally organize everything into a calendar-ready plan.
The interesting part wasn't AI writing text.
The interesting part was AI helping me crunch data and think through priorities.
In this video, I walk through the entire process step-by-step.
Even if you're not planning a retreat, the same approach can be used for conferences, business travel, project planning, vendor evaluations, vehicle purchases, home purchases, and many other complex decisions.
🎥 Watch the video: https://youtu.be/gZ8WCrSOCYY
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