Point being, I can alway run the script that I show to produce the CSV file, but I need help (code) to then evaluate that CSV output

It's very hard not to read the above quote as "write me the code I need". This is not the purpose of the Monastery. We're here to help, not to write code for you. If you want to learn, and you hope to see a code example to get you started on your own solution - look at the following code:

#!/usr/bin/perl
use strict;
use warnings;

# the following line tells Perl not to warn us against comparing
# strings to numbers - we want to use this comparison later,
# knowing that Perl treats the string '2015-12-01' in numeric context 
# just the same as the number 2015

no warnings "numeric";

use Time::Piece;

my $time = localtime;
my $current_year = $time->year;

while (my $line = <DATA>) {
    my ($server, $start_d, $start_t, $end_d, $end_t) = split /,/, $lin
+e;

    if ( $end_d < $current_year ) {
        print "#OLD# $server,$start_d,$start_t,$end_d,$end_t";
    }
    else {
        print "$server,$start_d,$start_t,$end_d,$end_t";
    }

}

__DATA__
aaa.aaa.net,2015-01-07,06:45:00,2015-03-31,19:00:00
bbb.bbb.net,2014-06-27,09:25:00,2015-06-27,09:40:00
ccc.ccc.net,2014-12-01,23:15:00,2014-12-06,07:00:00
ddd.ddd.net,2015-01-31,23:15:00,2015-02-23,07:00:00
eee.eee.net,2015-01-30,23:15:00,2015-02-01,07:00:00
fff.fff.net,2014-11-24,12:15:00,2014-11-25,01:00:00
ggg.ggg.net,2014-10-27,09:25:00,2014-12-15,09:40:00
hhh.hhh.net,2015-01-05,23:15:00,2015-02-01,07:00:00
hhh.hhh.net,2015-01-24,18:15:00,2015-02-24,23:00:00
[download]

The output:

aaa.aaa.net,2015-01-07,06:45:00,2015-03-31,19:00:00
bbb.bbb.net,2014-06-27,09:25:00,2015-06-27,09:40:00
#OLD# ccc.ccc.net,2014-12-01,23:15:00,2014-12-06,07:00:00
ddd.ddd.net,2015-01-31,23:15:00,2015-02-23,07:00:00
eee.eee.net,2015-01-30,23:15:00,2015-02-01,07:00:00
#OLD# fff.fff.net,2014-11-24,12:15:00,2014-11-25,01:00:00
#OLD# ggg.ggg.net,2014-10-27,09:25:00,2014-12-15,09:40:00
hhh.hhh.net,2015-01-05,23:15:00,2015-02-01,07:00:00
hhh.hhh.net,2015-01-24,18:15:00,2015-02-24,23:00:00
[download]

This is a code that solves a problem similar to yours - it operates on your input and it marks all the lines in which the end year is not current as #OLD#.

You should start by making it operate on a file, rather than the DATA section, then focus on comparing the whole date, and not just the year. Some things that will be useful to you, like the Time::Piece module, are already in place. If you are interested in the numeric comparison between '2015-03-31' and the number 2015, and how it works, read the Context tutorial, and you will find the detailed explanation in the 'More flavors of scalars' section. Good luck.

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