MattCutts
Your "Red Room" query is hard in a couple ways. First, it looks like that root page used to have the words on the page: "The Red Room Doors open 6pm $18 Pre-Booked" And it's also tough because it looks like the name changed to the "2nd Degree Bar & Grill" at some point. The fact that you can type [red room] and get a suggestion for [red room st. lucia] is actually pretty helpful in my book because it leads you to the answer that the name changed.
Regarding the query [Linux asynchronous IO] returning older results, here's a tip. Above the search results click the "Show options" link to open up what we call "toolbelt" mode. From there, you can click to show only results from (say) the last year, or in a certain date range.
Toolbelt mode is really handy, e.g. if you search for a product, you can click "Show options" and then click the "Fewer shopping sites" link to get more reviews and manufacturer pages instead of comparison shopping sites.
You'd be surprised. There's still some people who think that when they type in a query, people at Google manually decide which results to show. For every result on the page. For every query. Hundreds of millions of times a day.
A lot of those searchers do a search for "John Smith" and then want to talk about why their school friend John Smith wasn't #1 instead of that other John Smith.
That's doesn't negate your point; I'm just saying that orders of magnitude more people want to contact Google than there are Google employees, and many of those people want to have prolonged discussions with Google. So the challenge is to find scalable ways to communicate with those people.
It's a similar situation to pay-for-inclusion in the search index: a search engine should include as many pages/sites in its index as possible, and if someone can pay the search engine to include their site, then it creates a weird incentive for the search engine to not do a great job of crawling the web.
At least on the organic/ranking side, that's at least part of the reason why Google has never done pay-for-inclusion or pay-for support for webmasters.
Given the hundreds of millions of users, tens of millions of webmasters, and many advertisers and publishers that Google interacts with, it would be difficult to have one-on-one conversations with all of them even if everyone at Google did nothing but try to provide that support. Historically, we try to tackle that challenge by reducing the need to talk to a person at all (e.g. our webmaster tools let people diagnose lots of issues without talking to a webmaster expert at Google). We try to pursue scalable communication methods such as forums and keeping an eye on the blogosphere too. I wouldn't claim that we're perfect--I'd be curious to hear more about the AdWords issue that you had--but our first instinct is to look for ways so that people don't need to telephone Google in the first place. I think a lot of companies do that; I can't remember the last time I needed to talk to Amazon or Facebook or Netflix on the phone, for example.
But I take your point, and while we do have support channels, I think it's good to keep an eye out for blog posts because that feedback can help us improve so that future people interacting with Google don't get as frustrated.