I recently finished moving from AS to Strawberry across multiple (single figures) servers. It was surprisingly untraumatic. Because it was an old version of AS, I ran into the problem of the current directory not being available by default, described here. The only other issue I had was the expected one of the "shebang" line needing to change in some cases. I had far more trouble installing modules on AS using CPAN directly, as I wrote in Installing Template::Toolkit on Windows.
Regards,
John Davies