First of all your regex is a bit strange:
[\s\S] means either whitespace or non-whitespace (so in effect anything) and so you might as well simply use a ".".
If you want to match agains a string that contains multiple lines use the "m" and the "s" switch ("m" to use multi-line stings and "s" to make newline match "." - see perldoc perlre)
my $s = <<__end_of_string__;
start
checking
script
end
__end_of_string__
my ($match) = $s =~ /start(.*?)end/ims;
print $match;
Note that this will also include the newline after "start" in your match (just as your example included the whitespace after "start").
If you don't want that you could do it like that:
my ($match) = $s =~ /start\n(.*?)end/ims;
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