Yahoo and AOL Go On A Second Date?

It’s been rumored all week. Yahoo and AOL are leaping beyond eyelash-batting and late-night IM’s, and taking that getting-serious next step: the Second Date. Proof that the flirtation has gone past speed dating? They’re introducing their books to each other, engaging in ‘meaningful’ due diligence.

Does this mean a merger (wink-wink) is on the way? Or is Yahoo leading AOL on, like it did to ex-swain Microsoft, who Mom really-really would have loved? Or will Google’s search advertising partnership once again stand in the way of a deeply satisfying monogamous relationship for the Purple One?

Then there’s on-again, off-again Time Warner, who Yahoo turned to after Microsoft got a touch too possessive last spring. “Just because you have $47.5 billion doesn’t mean you can act like you own me!” snapped Yahoo, stomping out of Starbucks in awesome Sarah Lacy-style boots.

And then, like it was so random, but somehow Microsoft read some tweetsabout Yahoo’s hook-ups with Google and TW, and got ticked and yanked its $33-per-share proposal like right before summer vacation. But when Yahoo turned back to Google, thinking they could still be bffs, Google made up some bogus excuse about the government or the FBI or something not letting them be together.

Now everybody’s shares are way down, especially Yahoo’s, which crashed by 63%.  So this Second Date, is like, HUGE.   To help the courtship along, Guru turned to the romance experts at AskMen.com, who offer up this advice on how to handle that important Second Date:

So you made it to the second date. Good job. You’re relieved, you obviously made a good impression and she wants to see you again, but now what? What is she expecting? And, more importantly, what could ruin the potentially good thing you have going on?

K.I.S.S: Keep it simple stupid.
Don’t do anything spectacular or you’ll scare her off. Plan an activity that’s different from the first date, but make sure it’s nothing too demanding. The second date is about getting to know each other better. Have a few options planned, but don’t force her to choose or she’ll feel put on the spot.

Wise words.

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New From GMail Labs: Stop Sending Mail You’ll Later Regret.

We love this new Gmail feature — and only wish it was available for phones.

Monday, October 06, 2008 6:25 PM
Posted by Jon Perlow, Gmail engineer

Sometimes I send messages I shouldn’t send. Like the time I told that girl I had a crush on her over text message. Or the time I sent that late night email to my ex-girlfriend that we should get back together. Gmail can’t always prevent you from sending messages you might later regret, but today we’re launching a new Labs feature I wrote called Mail Goggles which may help.

When you enable Mail Goggles, it will check that you’re really sure you want to send that late night Friday email. And what better way to check than by making you solve a few simple math problems after you click send to verify you’re in the right state of mind?

By default, Mail Goggles is only active late night on the weekend as that is the time you’re most likely to need it. Once enabled, you can adjust when it’s active in the General settings.