First, when describing a problem, be very sure you haven't made a typo:
Why does it enter in the if-statement if $content != "?
You're missing a closing double-quote character at the end. These things are important for those who may try to troubleshoot your issue. Be clear, concise and correct in what you're actually trying to sort out.
Next, $content == ""... you are testing a variable against a string of characters. perl recognizes == as the numerical comparison operator. If you want to compare to a string (which you are clearly implying here), you need to use the string comparison operator, eq. So replace == (numerical comparison) to eq (string comparison) and you should progress further.
See Equality Operators for details.
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Want more info? How to link or
or How to display code and escape characters
are good places to start.