As I type this post, I'm sitting on a flight from Chicago to Seattle, wedged conveniently between two of Google's Kirkland employees. At conferences around the world, SEOs and frequent attendees like me have the opportunity to spend a lot of time (social and professional) with the folks from Google, MSN, Yahoo! and Ask.com. Before I started attending events like SES & Pubcon, I always felt that those personal relationships gave an unfair advantage to certain people in the industry - to me, people like Greg Boser, Dave Naylor or even Danny Sullivan had a "leg up" on regular folks in the webmaster world. Matt Cutts, Tim Mayer & Rahul Lahiri would answer their emails, send them text messages and get drunk with them at far-flung pubs. In my head, these fantasies always involved important questions getting answered and friendly boosts to the rankings of these sites. Of course, in reality, the search engine folks do a damn good job of keeping their noses clean and separating business and friendship.

When I entered the world of search engine parties, pub crawls and meals with folks on both sides of the search world (engines & SEOs), I found myself in the awkward position of managing these relationships personally. I can honestly say that it's a challenge - when I first sat down with Matt Cutts in San Jose, I felt young, immature, unworthy, uncomfortable - pretty much the way you feel when the pretty girl in high school sits down next to you and starts chatting. That feeling has diminished somewhat over time, but I still think I suck at it. I can be myself with some folks - certainly Rahul Lahiri and Gary Price from Ask.com, and Vanessa & Amanda from Google. I'm still horribly uncomfortable around Tim Mayer (with whom I haven't spent much social time) and probably show it. I'm OK with Matt Cutts & Adam Lasnik, but always have this weird mix of guilt and nervousness. There's tons of questions I'd love to ask them about webmaster stuff, but feel that they get so much of that already from Cuttlet-types that I'd be an ass to do that to them in their drinking/eating/merriment-making time. I also don't feel totally comfortable being myself and just shooting the breeze. I worry that they'll think I'm sucking up to them or trying to be nice just because they hold the keys at Google.

I have no doubt that it must be equally awkward and frustrating for a lot of the reps themselves. They probably feel like the lottery winner at his high school reunion - you're never sure if the folks who are being friendly to you do so because they really like you or because they want something from you (and it's almost always the latter). They almost certainly get bombarded with the same questions again and again. I wonder if it hurts them to hang out with someone like me at a conference, exchange a few friendly "ha-ha" type emails and then get a request to look at a specific site and think - "man... all along he wasn't really my friend; he just wanted to get close to me so I could help his clients."

I do a lot of things to try and make myself feel more "above-board" about my relationships with these folks:

  • Try, as much as humanly possible, to ask them pointed questions during sessions or directly after (just like all the other conference attendees)
  • Only send over e-mails asking for a look on sites that a) I think they'd really want to have indexed/ranking and b) are not clients (it's a weird paradigm; if you're a client, I really feel like it's cheating for me to ask for help from the SE reps - I rarely do it... actually only twice ever as far as I know)
  • Stay away from webmaster-y subjects at bars, restaurants and parties
  • Never, ever, ever directly pitch or advertise by saying that I have "personal relationships with SE reps" - it makes my ethics center (is that in the stomach? it feels like the stomach) hurt when I hear/see other SEOs do it

Even with these, I still feel torn up about it. I wish I could relax and have fun with Matt & Adam and the Tims from Yahoo! (Mayer & Converse). I even get that butterfly feeling a little with Danny Sullivan - not because I need/want something from him, but because I get that same sensation that a lot of folks befriend him disingenuously and I don't want him to think I do that, too. In all honesty, I think that Rebecca has an easier time hanging out with all those folks because she doesn't have the same paranoia about conflict of interest that I do. She can be herself fully without worrying that any of these folks will think she's being clingy or Cuttlet-y.

For those of you who read this blog and have similar experiences, what do you do? Any advice?