The OP said that $matchmember ends with $$, not that $target must end with $matchmember.

That means the "$" shouldn't be there.

if ($target =~ /\Q$matchmember\E/) {
    print "Match!\n";
}
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And since the \E is trailing, it can be omitted.

if ($target =~ /\Q$matchmember/) {
    print "Match!\n";
}
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Finally, he asked to find all occurrences, so it would be more like:

my @matches = $target =~ /(\Q$matchmember\E)/g;
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or

while ($target =~ /(\Q$matchmember\E)/g) {
   print "Found $1 at $-[1]\n";
}
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