Just go over the lines. If you see a tool, remeber the relevant information. If you see the user, report the remembered information:

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

my $user = shift;
my ($tool, $issued, $use);
while (<DATA>) {
    if (my ($t, $i, $u) = /^Users of (.*?) ?\(total ([0-9]+) licenses 
+issued; total ([0-9]+) license/) {
        ($tool, $issued, $use) = ($t, $i, $u);
    }
    if (/^$user,(.*)/) {
        print "Using $tool since $1 (issued $issued, in use $use)\n";
    }
}

__DATA__
Users of spice (total 20 licenses issued; total 0 license in use)
Users of runner (total 10 licenses issued; total 0 license in use)
Users of monitor(total 10 licenses issued; total 2 license in use)
Alex,Mon 20 Jan 2013
Peter,Wed 26 Jan 2013
Users of report (total 15 licenses issued; total 0 license in use)
Users of galaxy(total 10 licenses issued; total 3 license in use)
Martin,Fri 22 Jan 2013
Alex,Mon 21 Jan 2013
Peter,Wed 24 Jan 2013
[download]

BTW, is the space after galaxy really missing? If no, you can remove the question marks from the regex.

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