Re-absorb the remaining free space back into the main APFS container. Reboot into Boot Camp and use a Windows partition manager to claim most of the free unformatted space. Delete the partition in macOS and leave unformatted free space in its place. This partition should exist adjacent to the Windows partition. Add a new partition (note: not a new APFS volume, but a new partition / APFS container) with a slightly larger size than the desired amount of space to be added to Boot Camp, via Disk Utility, which will losslessly shrink the AFPS macOS container to do so. Keep full backups via Winclone and Time Machine in case something goes wrong! General concept Sorry, but again, this is what worked for me, and is no guarantee that it would work for anyone else. I am not responsible for any damage that may result if anyone follows my notes. Changing disk partitions across two operating systems always has the risk of seriously damaging partition maps and rendering data irretrievable. 
There is no guarantee this works for other models of MacBooks or OS versions. These are notes that I took to ensure that I can replicate the procedure next time.ĭISCLAIMER: this is what worked for me, on my EFI-based MacBook Pro. It is possible, and actually, quite straightforward to resize the Boot Camp partition on macOS 12.6, even with an encrypted AFPS system volume, with minimal third party tools. There is a lot of conflicting or outdated information about this procedure, including some which assert that it was impossible.
In short, I needed to grant about 100 GB of extra space to my Bootcamp Windows partition from my Mac partition, without erasing and reinstalling Windows, on macOS 12.6 Monterey running on a 2019 Intel MacBook Pro.
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