Indeed, if you can woo a venture capitalist, you can woo a blogger. After all, bloggers are just people—susceptible to the same charm-and-disarm techniques that underlie all human relationships. Yet while bloggers are members of the media, they require special tending. Neither straight reporters nor pure pundits, the blogger is a hybrid creature who observes his own rules. For example, you wouldn’t pitch the Joe Fridays at NYTimes.com, whose practices would make the Columbia School of Journalism proud, the same way you’d pitch the wits at Gawker Media, who aspire to an “angry-creative-underclass voice.” Instead, in order to get the results you want, it behooves you to treat bloggers on their terms, not your own. Here are nine of these terms—with the caveat that only after you know the rules is it ok to break them.

  1. Write As if Your E-mail Will Be Published Think of this as Joe Kennedy 101. The patriarch of the Kennedy family famously advised his children not to write “anything down that you wouldn’t want published on the front page of the New York Times.” Indeed, if your pitch is good, your blogger may integrate your copy into his verbatim, without acknowledging his source. If you pitch is bad, your blogger may forward it to the Bad Pitch Blog. As SHIFT Communications advises, “If your pitch isn’t good enough to be published as is, don’t send it.”
  2. Connect and Flatter Think of this as Psychology 101. Like most things in life, blogger engagement is built on relationships. And relationships that flourish tend to derive from common interests. As Lisa Barone, of Outspoken Media, advises: In other words, your initial message is your opportunity to demonstrate that you’ve done more than copy and paste the blogger’s name and e-mail address. Show that you’ve taken the time to learn about them and are familiar with their work. Show that you’re someone worth engaging with. A related point: Blogging is a personal and relational medium, so only send e-mail blasts when you must. Ask yourself: Do you treat messages in which you’re cc’d differently from those in which you’re the only recipient?
  3. Make Your Pitch Think of this as Public Relations 101. The secret to PR: Make the blogger feel like you’re doing him a favor rather than asking for one yourself. Explain why the blogger should care about what you’re throwing him.
  4. Exude Enthusiasm Think of this as Showmanship 101. If you aren’t jumping for joy about what you’re pitching, your recipient won’t be either. Enthusiasm is contagious. Spread it around.
  5. Don’t Pitch – Talk Think of this as Communications 101. Whereas hacks have long relied on flacks, bloggers, especially in tier one, tend to look at PR people askance. As Nick Denton, founder of Gawker Media, puts it, “Our sites are allergic to corporate boilerplate.” This is understandable. For one, while it’s common to spam a hundred reporters with a press release, bloggers loathe releases. Instead, omit the manufactured quotes and summarize the key points—maybe in bullets for easy reading.
  6. Be Brief We live in an era of texts and tweets. According to blogger Brian Solis, “The escalator is the new elevator when it comes to pitching.” To wit: You now need to be both succinct and brief. This means resisting the urge to cram everything into a single message. Instead, use links generously rather than attachments. Your goal is to whet your blogger’s appetite, to spur an ongoing conversation, rather than a once-and-done correspondence.
  7. Make the Ask Think of this as Sales 101. Before you close the deal, you need to make it clear what the deal is. In the same way, don’t forget to tell your blogger why you’re e-mailing him. If you’re looking for him to write something, say so. If you’re just introducing yourself or asking for feedback, say that. Be explicit without being Donald Trump.
  8. Exploit the Subject Line Think of this as Marketing 101. Most people devote all their energy to crafting a compelling pitch, and then wrap their labor in a cheap bow. That is, they treat the subject lines of their e-mail as an afterthought. Big mistake. Your subject line is an opportunity. Like the headline of an article, its point is to convince the reader to continue onward. Accordingly, make sure that your subject line does your body text justice.
  9. Practice Full Disclosure Someone’s paying you to talk with bloggers, which is something it behooves you to disclose. Some experts would advise you to begin your e-mail with something like, “Hi, I’m Jon Rick. I do online communications for the Department of Labor.” Others suggest that your signature block serve as your introduction. Whatever you prefer, remember that not only is transparency important in itself. Transparency also breeds trust. Jonathan Rick, a social media strategist in Arlington, Va, blogs at No Straw Men.