Try this version of your ....oneregex sub. (Phew! Long names:).

D:\Perl\test>257026
192.168.1.1 | $2.50 | Keep | example | and | is | This | 1,500 | an
          Rate   lists strings   regex
lists    757/s      --    -56%    -61%
strings 1736/s    129%      --    -10%
regex   1930/s    155%     11%      --
[download]

As the regex never changes, there is no need to recompile it every time you call the sub, so I made it a constant. I would usually put the use constant.. inside the sub where it is used to keep it tidy, but I got beaten up because it implies that the constant is lexically scoped which it isn't. This doesn't fool me, but it is your choice.

use constant RE_WORDS => qr[(?:[^\w\'\$!,.-]|(?:(?<=\D)[.,])|(?:[.,](?
+=\D|$)))+];

sub tokenize_msg_w_oneregex {
    my %words;
    @words{ split RE_WORDS, shift } = ();
    return keys %words;
}
[download]

To be fair, a large part of the savings is avoiding the map and initialising every hash element to 1 when you will never use the value. Doing the split inside a hash slice avoids this. You can easily feed this saving back into your other subs which would probably make your strings sub quickest again. But I thought I'd leave that AAEFTR:)

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