The coolest cybersecurity job that ever existed was the cartoonist for JVN iPedia. There were dozens of security alerts with these cartoons, although I think only from 2007 until 2010 - for example:

https://jvndb.jvn.jp/ja/contents/2007/JVNDB-2007-000398.html https://jvndb.jvn.jp/ja/contents/2008/JVNDB-2008-000034.html https://jvndb.jvn.jp/ja/contents/2010/JVNDB-2010-000040.html