Why Won't My .MOV Files Play on Windows?
Some .MOV files use codecs Windows does not ship. Converting them to MP4 makes them play everywhere.
A .MOV is a container, and what matters is the codec inside it. iPhone videos often use HEVC, which older Windows installs cannot play without an extra component from the Microsoft Store.
Converting to MP4 with H.264 sidesteps the whole problem. That combination plays on every phone, television and computer sold in the last decade.
Takeout JSON Metadata Fixer can convert your videos to MP4 as it organizes them, and it carries the date across so the converted file still sorts correctly. It runs on your own computer and is free for your first 500 photos.