my $whatIwant = substr($wholefield, rindex($wholefield, "\n\n")+2);
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Actually, I can't assume double lines. i just did it that way to make it easier to read. And sometimes, there are double lines within the description (e.g. if people are writing a couple of paragraphs per update). I'm guessing, I'm gonna have to something like finding the very last time stamp and capturing all the following text.

You can vary what you look for, based on what you know about the data. If newline followed by an open-square-bracket is reliable enough, you can do

my $whatIwant = substr($wholefield, rindex($wholefield, "\n[")+1);
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If you need to match the timestamp format to reliably know that you've found a comment boundary, you'll need to use a regex, as frodo72 illustrated in his example 3. Spell out as much as you need to to get a reliable boundary.

No matter what you choose, it will be possible that one of the comments includes the pattern you look for. That's only a problem if it happens to be the last comment, in which case you'll end up with just the last portion of that comment instead of the whole thing.

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Caution: Contents may have been coded under pressure.

1. If all logs are on one line (which I assume true), you can split by newline and take the last element:

my @lines = split /\n/, $logtext;
my $last = $lines[-1];
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2. I doubt that the previous could waste lots of resources in case of big text, in particular it's filling an array which is overkill. So, you could try this (only with Perl 5.8.x):

open LOGSTRING, \$logtext;
my $last;
$last = $_ while (<LOGSTRING>);
close(LOGSTRING);
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3. A third solution could be using a pattern match bound to the very end of the string, and using non-eager matching for improved efficiency:

$logtext =~ /^(.*)\Z/m;
my $last = $1;
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Update: of all these... the best is the one from Roy Johnson!

my $datex = qr/\[            # match open square bracket
                 [FMSTW][a-u]{2} \s  # match day of week
                 [ADFJMNOS][a-y]{2} \s+    # match month
                 \d+ \s+ \d+:\d{2}:\d{2} \s \d{4} , \s+   # match date
+, time, year
                 \w+         # match username (could be more explicit)
               \]:/x;        # match closing bracket, colon

my @text_blocks = split /($datex)/, $textfield;
my $initial_junk = shift @text_blocks unless ( $text_blocks[0] =~ /$da
+tex/ );

my %entry = ( @text_blocks );
print "DATE=> $_   STRING=> $entry{$_}\n" for (keys %entry);
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