I have PC2Amiga. You can remove the timeout error and install support for long file names by making changes to the config files on both computers.
AMIGA
configPC2AMIGA
change from :'text surfaces = 10' to 'text surfaces = 2'
change from :'highcyl = 20' to 'highcyl = 1'
Save file
PC (Windows XP)
locate file C:\Windows\system32\CONFIG.NT
Add the following line at the end of the config file:
device=%SystemRoot%\System32\setver.exe
Save file
However if you are unsure I do not suggest editing files in your Windows system folder.
(I must add that I got this from a discussion thread somewhere on this site but cannot find the page for the link for you. Sorry.)
This did work for me however and my only problem was that I didn't have the correct cable.
Thanks