If you were given a specific list of accounts to bulk mail, then possibly your boss has already ensured his account is not present. Why not try making his address known to other spammers, perhaps by posting it to a newsgroup or signing up for some iffy free services? If you do this at only a moderate rate, it is less likely to arouse suspicion.

To reinforce what has been said before, creating a throw-away anonymous account (Hotmail, Yahoo, etc.), sending the spam that way, then reporting it seems to be quite an ingenious approach.

Above all, however, I would suggest resigning from this ethically-questionable job.

In reply to Re: Re: stopping my spamming by Anonymous Monk
in thread stopping my spamming by Anonymous Monk

Title:
Use:  <p> text here (a paragraph) </p>
and:  <code> code here </code>
to format your post, it's "PerlMonks-approved HTML":


  • Posts are HTML formatted. Put <p> </p> tags around your paragraphs. Put <code> </code> tags around your code and data!
  • Titles consisting of a single word are discouraged, and in most cases are disallowed outright.
  • Read Where should I post X? if you're not absolutely sure you're posting in the right place.
  • Please read these before you post! —
  • Posts may use any of the Perl Monks Approved HTML tags:
    a, abbr, b, big, blockquote, br, caption, center, col, colgroup, dd, del, details, div, dl, dt, em, font, h1, h2, h3, h4, h5, h6, hr, i, ins, li, ol, p, pre, readmore, small, span, spoiler, strike, strong, sub, summary, sup, table, tbody, td, tfoot, th, thead, tr, tt, u, ul, wbr
  • You may need to use entities for some characters, as follows. (Exception: Within code tags, you can put the characters literally.)
            For:     Use:
    & &amp;
    < &lt;
    > &gt;
    [ &#91;
    ] &#93;
  • Link using PerlMonks shortcuts! What shortcuts can I use for linking?
  • See Writeup Formatting Tips and other pages linked from there for more info.