Send an email with an attached file using telnet or netcat

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Okay, so using everyone’s comments as a starting point I came up with this silly mess 🙂 …

{ 
    sleep 5; 
    echo 'ehlo';
    sleep 3;
    echo 'MAIL FROM:<Test@test.com>';
    sleep 3; 
    echo 'RCPT TO: <kyle@test_dest.com>';
    sleep 3;
    echo 'DATA';
    sleep 3;
    echo -e 'To:kyle@testdest.com\nMIME-Version: 1.0 (mime-construct 1.9)\nContent-Type: application/zip\nContent-Transfer-Encoding: base64\n\n';
    dd if=/dev/urandom bs=4 count=10 2>/dev/null | openssl base64;
    echo '.';
} | telnet mx1.testdest.com 25

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