WorkBuddy gets confused when I give it two tasks at once — should I split them into two runs?

Got back from the construction site a bit after eight in the evening, tossed my hard hat on the table, and scrolled onto a 20-minute quick-start video for WorkBuddy. After watching it I realized I've probably only used about thirty percent of it in three months. Normally I just use it for two things: categorizing a pile of PDF submission forms, and putting together the weekly report. The data analysis, meeting minutes, and that so-called expert team working together—I haven't seriously tried any of them.

So I thought I'd try something a bit more complex. This week's supervision meeting minutes are in my hands, a Word file. I wanted it to first pick out the to-dos from the minutes, then assign them by building into an Excel ledger, all in one go.

As a result, it mixed the two things together. The to-dos were indeed picked out, and looked pretty complete, but when filling in the table, Building 2 and Building 3's tasks all got crossed. I stared at that table for a long time, the more I looked the more wrong it seemed—Building 3's basement waterproofing got written into Building 2's column. It doesn't report an error, it just quietly gets it wrong—that's the most deadly kind.

I tried again, this time phrasing it more carefully, still not quite working. Later I just split it up: first let it only pick out the to-dos, I copied them out myself, then opened another conversation and let it only handle building assignment—this time it was right.

So I want to ask the veterans on the forum: for this kind of two-step task, is it that my prompt is wrong, or should it be split into two runs by nature? The video also mentioned installing plugins and setting a working directory—I haven't touched any of those settings so far, don't know if that's related. Has anyone used it this way, or am I misunderstanding something?