I have 1.3 in my Amiga, but I have no WB program disk... anyway, I read a little about Cloantos Amiga Explorer, and it seems that it can copy files from the PC directly onto an Amiga Floppy using a null-modem-cable.. or at least that's how I understood it... this means I won't really need a harddrive for the transfer of files. However, I suspect that 1mb RAM is preferrable and right now I don't have that (I'm getting a KCS board in 2 weeks).
Your solution with an extradrive might be a possibilty, since I already have an extradrive.. however, to make all this work I believe 1mb of RAM is preferrable as well.
OH man, I really hope I can get my hands on an A590... I have a guy who wants to sell a whole package of stuff including an A590 HD... if worst comes to worst I suppose I'll just have to buy the entire package off of him and then sell what I don't need...