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With the FAT32 upgrade, is it possible to install OS/2 to a FAT32 drive and boot from it? If so, how big can the drive be?

No, it is not. OS/2 can only be installed onto an HPFS, HPFS386, or FAT16 (not recommended) partition (with any FAT16 partition needing to be 2GB or less).
eComStation (updated version of OS/2 v4.52) which comes with FAT32 support, can be installed on those and JFS - but again not FAT32.
FAT32 is abysmally slow anyway (in comparison to HPFS/HPFS386/JFS/NTFS/etc), so I am not sure why you would wish to install on it. If it is to share files, then simply create a FAT32 partition as your data partition (ie: partition your disk(s) into at least two partitions - boot/OS and data).
Robert

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