The advice generally assumes that the OS package manager installed perl for lots of scripts and applications to share. That's a bad perl environment for a long-lived app that you want to keep running across OS upgrades.

Windows itself does not have any reliance on Perl, and a Windows Update will never install a new perl version on you. It's equally unlikely that a windows update would break library dependencies of XS perl modules. Unless you have a whole lot of unrelated software on the same host all using perl, Strawberry is probably functioning more like perlbrew than like Unix /usr/bin/perl.

That said, if you are "shipping" a perl application that you intend to be installed in its own Program Files path, then yes it should probably include its own perl interpreter compiled to use those paths and not interfere with anything else in the %PATH%