You say RMIR runs fine on OS X, but does that include up/downloading? Have you installed the FTDI driver for OS X?
"Runs fine in OS X" means that RMIR will load, edit and save IR files, and of course also load, edit and save RM/KM upgrades and add them to (or remove them from) RMIR. Also, the edited IR files can then be moved back into my Windows VM (or a real Windows PC), opened in RMIR (or IR), and uploaded into a remote. I haven't installed the FTDI driver, since I don't have Tommy's cable and adapter (both my remotes, a URC-6800 and URC-8910, are EEPROM-based, so I would need both). I'm using the Delcom cable.
From what I've seen, Tommy's stuff is slick, and a single solution for JP1 and JP1.x would be nice, but $50 is a little beyond my means at the moment.
I've read that there's a chance the Linux builds of DecodeIR and possibly even the JP1.X interface code will work on OS X.
In that case, all we need is someone with an Intel Mac and the cable for testing. (Ideally, this person would also have Windows or Linux, in case his/her remote's contents got mangled and needed a restore.)
Porting to the Mac is complicated by the fact of two--no, three architectures: PowerPC (the old G3/G4/G5 boxes; these run earlier versions of OS X, from 10.2.8 "Jaguar" to 10.5.8 "Leopard"), 32-bit x86 (the very first Intel Macs, using Core Solo/Duo; these can run the current "Snow Leopard," albeit in 32-bit mode), and 64-bit x86 (aka amd64; all current Macs, starting with the Core2 Duo-based machines). The 64-bit machines can use 32-bit drivers and libraries, but must be booted in 32-bit mode to do so.
The good news is, since the Linux libraries are already available in both 32- and 64-bit flavors, that part is done...
assuming they will work at all. (PPC Macs would be SOL here.) I don't know if the FTDI driver is "universal" or not; if so (or if separate 32- and 64- bit versions are included), then that hurdle is cleared as well.