Never.
Workstation and laptops all run on SSD, for which defragmentation is completely pointless and only reduces life expectancy of the SSD.
My storage server runs ZFS, for which defragmentation is a completely foreign concept. MacOS does not need it, neither does Linux with its ext3/4 filesystems.
In short: defragmentation is pretty much only needed for FAT and NTFS file systems using spindle drives (HDD). When I had these, I defragmented when the tool recommended doing so after analysis
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