I have an external drive I've been using with my old Macs, but I just built a Windows 7 PC and it seems not to like the filesystem it uses right now. Can I use this drive with both Win7 and Mac OS 9 by some means, like reformatting, partitioning, or whathaveyou?

between OS9 and Windows 7 ? You may be limited to DOS partitions then. You'll need the Joliet and other File Access extensions in OS9. If it's a large hard drive, you may need another Mac, with OSX 10.3 or later, to format the partition to FAT32, I don't think Windows 7 (or XP or the V word) will let you format it as FAT32, only NTFS, which would be a non-sarter for OS9.