?type 1223291.pl
use strict;
use warnings;
my @cleared = (
    'JOB::HEREISASTRING',
    'Something',
    'StringA',
    'StringB',
    'StringC',
    'StringD',
    'Something Else',
    'StringE',
    'StringF',
     'StringG',
     'StringH ',
     'JOB::HEREISANOTHERSTRING',
     'Something',
     'StringI',
     'StringJ',
     'StringK',
     'StringL',
     'Something Else',
     'StringM',
     'StringN',
     'StringO',
     'StringP ',
 );
foreach  (@cleared) {
    if (/JOB::(.*)/){
        print $_, "\n";
        next;
    }
    print '~~Something';
    if ( !(/Something$/ ... /Something Else$/)  or /Else/) {
        print ' Else';
    }
    print "~~$_\n";
}

?perl 1223291.pl
JOB::HEREISASTRING
~~Something~~Something
~~Something~~StringA
~~Something~~StringB
~~Something~~StringC
~~Something~~StringD
~~Something Else~~Something Else
~~Something Else~~StringE
~~Something Else~~StringF
~~Something Else~~StringG
~~Something Else~~StringH
JOB::HEREISANOTHERSTRING
~~Something~~Something
~~Something~~StringI
~~Something~~StringJ
~~Something~~StringK
~~Something~~StringL
~~Something Else~~Something Else
~~Something Else~~StringM
~~Something Else~~StringN
~~Something Else~~StringO
~~Something Else~~StringP

?