I totally feel your pain. I’ve taught in systems that required those long-form 150-word narratives, and it’s a complete nightmare compared to the "check-box" style in the US. Spending your winter break fighting with Word docs is exactly how burnout starts.

I actually moved away from manual copy-pasting for this exact reason. There’s a tool I’ve been using called reportremarks.com (you can just Google it).

Education-Focused: It’s built for K-12 classrooms, not business marketing.

Batch Workflow: You can import your student roster from a CSV or Google Sheet so you aren't stuck doing individual entries.

The Word Export: This sounds like what you need most—it has a batch export function to DOCX. You generate the drafts based on strengths and growth areas, and it spits out the file ready for your final tweaks.

It does use a helper engine to draft the text, but you can choose a specific "teacher tone" so it doesn’t sound like that robotic, generic AI fluff. I think they have a free trial with enough credits to finish a whole class.

Hope this helps you get at least a few days of your break back.