AllThingsD » Web 2.0

Ben Horowitz: The Next Big Thing Will Be a Surprise

Deborah Gage — Fri, 01 Apr 2011 07:00:14 +0000

When Andreessen Horowitz Co-Founder Ben Horowitz took the stage at the Web 2.0 Expo Wednesday in San Francisco, he was expected to tell audience members which technologies they should invest in and which ones they should build.

Horowitz and co-founder Marc Andreessen have been investing since last year from a $650 million fund, so the audience would have loved to hear Horowitz’s opinions. But he didn’t like that idea.

Instead, in just 10 minutes, he gave a history of the great technology shifts that have occurred in the computer industry over the past 50 years and what they mean.

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Wanted: Groupon COO. Must Like Cat-Wrangling, Lack of Spotlight and International Travel (Post-Samwer)

Kara Swisher — Tue, 29 Mar 2011 17:37:56 +0000

Of all the many job openings in tech, perhaps the most interesting to watch will be who Groupon selects as its next COO.

The search has been on for a while for the critical hire for the Chicago-based social buying company, well before the recent announcement that it was parting ways with President and COO Rob Solomon.

Among those approached, said sources close to Groupon: Former Doubleclick and Google exec David Rosenblatt.

He’s not taking the job for a variety of reasons, sources said, but
finding someone to step up for the job will be tough, since it is likely to be one that will require a wide range of talents.

That includes: epic cat-wrangling of thousands of employees in far-flung locations; deep marketing and advertising prowess; high-level technology, product, mobile and e-commerce chops; and international experience.

The last is perhaps the most critical of all, since global growth–especially in Europe and Asia–is increasingly becoming Groupon’s main revenue driver, and the COO will have to pull together a crack team across the world.

That will become even more important after Groupon’s top international managers–Germany’s entrepreneurial Samwer brothers–move out of active management by the end of this year.

While company sources said this has been long planned, the Samwers (pictured here) have been fully involved in Groupon’s fast trajectory in Europe and elsewhere, since it bought their Citydeal discounting clone last May.

Thus, sources said, Groupon is looking at a range of candidates with experience abroad, as well as talent in scaling businesses quickly and to huge size.

And that means looking to companies such as Google and Amazon for an exec, where there are quite a few choices.

While BoomTown could not confirm whether Groupon has spoken to any of them, possible COO types are obvious.

At Amazon, some qualified execs include: Sebastian J. Gunningham, SVP of Seller Services; Diego Piacentini, SVP of International Retail; H. Brian Valentine, SVP of Ecommerce Platform; and Jeffrey A. Wilke, SVP of North America Retail.

At Google, there are tons of good candidates that Facebook has not yet raided, including: Stephanie Tilenius, VP of eCommerce; Henrique de Castro, VP of Media and Global Platforms; Dennis Woodside, VP of Americas Operations; and Margo Georgiadis, VP of Global Sales Operations (plus a Chicagoan!).

Other names being raised include Hulu’s Jason Kilar (unlikely, but I’d like it), various Microsoft execs and a spate of others.

(I say, let’s bring in Zynga’s Owen Van Natta, who was once COO of Facebook, since he’s missing a big pile of Groupon stock to add to his enviable collection of hot Web 2.0 company shares.)

While there are probably qualified execs outside the tech industry at retail and media outfits, sources said it is likely Groupon will select within the digital ranks.

Lastly, and perhaps most important, the Groupon COO candidate is going to have to accept that the role will not be a CEO-in-waiting, either before or after its inevitable IPO in the next year.

While I have received several tips that Co-founder and CEO Andrew Mason (pictured here) might not stay its principal exec, extensive checking with sources inside and outside the company indicate that such a move is highly unlikely.

“Andrew is beloved to the board, by investors and, most of all, by employees,” said one source. “He’s not going anywhere.”

Indeed, Mason has a close working relationship with Co-founder Brad Keywell, as well as Groupon Co-founder and Chairman Eric Lefkofsky.

In fact, despite other business interests, Lefkofsky has been very involved in all key decisions with Mason.

That job, presumably, would fall to the new COO, which Groupon should be hiring sooner rather than later.

“Groupon needs a world-class COO, who can manage hyper-growth, but also who knows that a No. 2 stays in the background while doing it,” said another source. “That’s a tall order.”

As we await the decision of which uneasy head gets the COO crown at Groupon, here is the opening from the Swisher boys fave Animal Planet cable television show, “Must Love Cats,” to get you in the mood:

Exclusive: Former AOLers Steve Case and Ted Leonsis Raising $400 Million Growth Equity Fund

Kara Swisher — Thu, 10 Mar 2011 19:58:38 +0000

Steve Case and Ted Leonsis are bringing their old AOL band back together once again, this time by raising a $400 million growth equity fund.

The pair, the legendary top execs who rocketed AOL to the top of the Internet business in the 1990s, are now making the rounds in New York and elsewhere to pitch their new investment vehicle, sources said.

The money raised will be part of an entity called Revolution Growth, which already exists within Case’s larger Washington, D.C.-based company called Revolution.

While both Leonsis and Case have done a lot of investing in the Web 2.0 space both together (Revolution Money) and apart (the Groupon and LivingSocial social buying sites, respectively), this is the first time they are creating a more formal investment partnership.

Another former AOL exec, Donn Davis is the third partner in Revolution Growth.

Sources said its focus will be on companies just beyond the venture stage to bring them to scale.

Social Media, Genomics Driving Data Tsunami

Russell Garland — Sat, 19 Feb 2011 00:32:08 +0000

The social media wave is being followed by a big data tsunami.

Ok, the imagery is getting a little outlandish, but the flood of information that must be stored and analyzed is generating excitement, especially in Boston, where many in the tech world worry that they were at the beach while Silicon Valley and New York enjoyed the fruits of the Web 2.0 revolution.

Social networking companies such as Facebook and Twitter are generating terabytes of content, IDC analyst David Reinsel said during a keynote Thursday at the Massachusetts Technology Leadership Council’s Big Data Summit in Burlington, Mass. For example, three billion photos each month are uploaded to Facebook for a total of 3,600 terabytes per year. (A terabyte equals one trillion bytes.)

More important than content creation, he said, is content consumption, which involves vaster amounts of data: “Consumption is what’s driving big IT…Consumption is what drives traffic to your website, and that’s what gets you ad revenue…It demands analytics.

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Exclusive: Facebook Exploring Permitting a Tender Offer for $1 Billion of Employee Shares at $60 Billion Valuation

Kara Swisher — Thu, 10 Feb 2011 18:34:03 +0000

Facebook is exploring permitting a tender offer up to $1 billion of its employee shares, after being approached by a number of big institutional investors about investing in the company, according to sources close to the situation.

The new approximate valuation? An eye-popping $60 billion, sources said, which is a significant increase to a recent $1.5 billion investment round by Goldman Sachs and its international clients that had pegged the social networking behemoth at a $50 billion valuation.

And the reason? Liquidity, allowing Facebook employees to monetize their privately held shares, since the company is not likely to have an IPO for at least a year.

That’s been a big issue for Facebook as it seeks to walk the ever dicier line between being a private company and becoming a public company.

And managing how its shares are dispersed is critical, especially with regulatory concerns about these private secondary markets increasing.

All the machinating is because Facebook has tried hard–via ever bigger funding rounds and ever larger valuations–to delay its IPO, in order to grow its massive 600-million user base away from scrutiny.

The move is not dissimilar to one that the Palo Alto, Calif.-based company did in mid-2009, when one of its major investors, DST, forked over $100 million for employee shares in a transaction that was in addition to a $200 million investment.

At that time, current and former employees of Facebook were able to sell up to 20 percent of their common shares at $14.77 per share at a $6.5 billion valuation.

If completed, the new tender offer would be at a share price almost 10 times that. But sources said interest is high among big institutional investors who want a piece of Facebook before its inevitable initial public offering.

It’s likely the deal will be split between two or more investors, sources added.

A Facebook spokesman declined to comment.

The latest wrinkle is part of a massive race to invest in the winners of Web 2.0, often via secondary market sales.

Silicon Valley venture firm Andreessen Horowitz, for example, confirmed it had bought $80 million in shares of Twitter, in a story first reported here.

Warning: Oversharing Ahead, as Wall Street Bankers Start to Talk Up Web 2.0 IPOs

Kara Swisher — Tue, 18 Jan 2011 22:50:15 +0000

Here’s the tastiest part of an article in the New York Times yesterday about how Goldman Sachs essentially borked a deal to offer its rich clients in the U.S. private Facebook shares:

“However, over the last two weeks, the companies’ [Goldman and Facebook] relationship has grown increasingly tense, people involved in the offering said. Accusations about the news leak have flown back and forth, these people said.”

You can say that again, but –as leaky as the social networking giant has been over these many years in Silicon Valley–it seemed obvious that most of the intricate financial details about the offering were hand-delivered right from some of Wall Street’s hired guns to the DealBook scribes at the Times.

(Memo to myself: Start kissing up to those bankers, however appalling!)

Unfortunately for Facebook, it was those massive news leaks that drew the attention of government regulators to the deal. And with worries that it veered too close to the edge of violating securities regulations, the U.S. part of the offering had to be pulled.

Despite this particular mess, this kind of mishegas is only going to increase now that the banker bloviating is getting fired up a notch in 2011, as a spate of Web 2.0 Internet companies moves to public offerings.

Along with Facebook, that includes Zynga, LinkedIn and Groupon, as well as several others, all of which are just starting the banker bake-offs that used to be common in the Web space.

And that’s going to mean plenty of information to be found as some of those bankers inevitably drop a dime on the companies they are hired by.

Translated into more modern social terminology that these companies better understand: Bankers are really good at oversharing.

How do I know this? Because that is exactly what happened when the Web 1.0 bubble was in full froth.

Like Christmas in July, as bankers arrived to compete to win IPOs, the information flow suddenly became huge for reporters like me–I was at The Wall Street Journal at the time–covering it all.

It looks like more of the same for this round of stock sales likely to come. Already we know more about Facebook’s financials than we ever did.

And to that, I say: Loose lips may sink ships, but it will make for an awesome amount of news to come in 2011 about the Internet’s starring players.

Viral Video: Facebook's Sheryl Sandberg on "Why We Have So Few Women Leaders”

Kara Swisher — Wed, 22 Dec 2010 08:28:03 +0000

Yesterday, BoomTown posted about how the five hottest Web 2.0 companies have no women on their board of directors.

In the middle of the report, I embedded a video from a recent speech Facebook COO Sheryl Sandberg made at a women-focused TED event, which I thought spoke eloquently to the topic.

In fact, the social networking giant–as well as social gaming site Zynga, social buying site Groupon, geolocation site Foursquare and microblogging site Twitter–was one of the companies without any women on its board.

Including Sandberg, although she attends its meetings (but not its executive sessions).

Here’s her TED talk, which is well worth watching:

The Men and No Women of Web 2.0 Boards (BoomTown's Talking to You: Twitter, Facebook, Zynga, Groupon and Foursquare)

Kara Swisher — Tue, 21 Dec 2010 22:44:05 +0000

In one memorable episode of the famous old short films “The Little Rascals,” after not getting invited to a party, the Our Gang little dudes decided to form their own group, comically called “The He-Man Woman-Haters Club.”

In other words: No girls allowed!

While it was wink-wink cute when Spanky, Alfalfa and Buckwheat huffed and puffed about keeping out Darla–which they never ever could do–back in the last century, it’s not quite as adorkable when it comes to the boards of all the major Web 2.0 hotshots these days.

That would be Twitter, Facebook, Zynga, Groupon and Foursquare, none of which have any women as directors.

As in zero.

What’s most remarkable is that most of these start-ups are run by what I consider enlightened and open-minded entrepreneurs, mostly young enough to be part of a generation more inclined to value equality and diversity in the workplace.

In addition, each of these companies has a massive base of women consumers, in some cases well over 50 percent of its audience.

Thus, it would seem logical that in casting about for those to help guide these companies, one or two women leaders might slip in.

To be fair, it’s not for lack of trying, but of completion, as was the case with Twitter’s recent addition of three new board members.

They were longtime Silicon Valley exec Peter Currie, Flipboard CEO and co-founder Mike McCue and former DoubleClick leader David Rosenblatt.

All are deeply qualified for the Twitter board, which is obviously prepping for its next stage of growth and maturity.

But in its search, the San Francisco microblogging site did not manage to cast the net quite wide enough.

While sources said at least one prominent online woman exec was considered, there were some legitimate issues with her appointment, and it was not completed.

Still, one might imagine Twitter could have tried harder to find other workable choices.

Currently, the Twitter board is made up of the new trio, as well as Benchmark Capital’s Peter Fenton, Union Square Ventures’ Fred Wilson, Bijan Sabet of Spark Capital, CEO Dick Costolo and co-founders Evan Williams and Jack Dorsey.

Things are not any better over at Facebook, which has several prominent women execs running the show, most especially its high-profile COO Sheryl Sandberg.

But, inexplicably, though she does attend board meetings, she is not yet a director of Facebook, nor is any other woman.

In fact, here is Sandberg on topic at a recent TED event for women, in an eloquent speech titled “Why We Have So Few Women Leaders”:

Instead, the Facebook board is all men, all the time, composed of CEO and co-founder Mark Zuckerberg, prominent techie and venture capitalist Marc Andreessen, investor Peter Thiel, Accel Partners’ Jim Breyer and Washington Post head Don Graham.

It is no better at three of the most prominent recent Web 2.0 start-ups, which one source attributes to the lack of woman VCs, who are often the first board members after major investment rounds.

At Zynga, the hot social gaming company in San Francisco, it continues, with an all-male board, despite a very heavily female audience for its casual social games.

That would be co-founder and CEO Mark Pincus, COO Owen Van Natta, investor Bing Gordon of Kleiner Perkins, investor Reid Hoffman and Brad Feld of the Foundry Group.

The same is true at woman-targeted–spas, spas and more spas–social buying site Groupon, which has an unusually large board for a start-up and made up of–as per usual–all men.

The list: Co-founder and CEO Andrew Mason, Accel Partners’ Kevin Efrusy, former AT&T President and COO John Walter, New Enterprise Associates’ Harry Weller and Peter Barris, former AOL exec Ted Leonsis, 37Signals co-founder Jason Fried and early investors Eric Lefkofsky and Brad Keywell.

And, much smaller, is Foursquare’s board, which is the trio of co-founder and CEO Dennis Crowley, co-founder Naveen Selvadurai and Union Square Ventures’ Albert Wenger.

New investors–Ben Horowitz of Andreessen Horowitz and O’Reilly AlphaTech Ventures’ Bryce Roberts–have observer status and both are, needless to say, dudes.

There is no question it is tough to make sure there is a good balance of qualified women leaders to men in tech–it is an issue we wrestle with every single year for the program of speakers at our own All Things Digital conference, although we are most excellent on this issue on our Web site and conference staff.

But it can be done, especially at public tech companies. Google has two women on its board of nine directors; Yahoo has three of 10; even Oracle has two of a dozen.

But a grand total of zero at the leading companies of Web 2.0 is not just a coincidence.

It’s a shame.

Tomorrow, BoomTown will post a list of great women who would be superb directors for any of these companies, but until then, let’s not follow in Spanky’s steps:

Exclusive: Twitter Raises $200 Million at a $3.7 Billion Valuation; Adds McCue and Rosenblatt to Board

Kara Swisher — Wed, 15 Dec 2010 20:15:48 +0000

Twitter has completed its latest round of funding–$200 million at a $3.7 billion valuation–with Kleiner Perkins as the lead investor, according to sources familiar with the situation.

Sources said the San Francisco microblogging service is also adding two new board members: Flipboard’s Mike McCue and David Rosenblatt, who ran DoubleClick until a bit after it sold to Google.

Twitter recently added former Netscape exec Peter Currie to the board, as BoomTown previously reported.

A Twitter spokesman confirmed the funding and the board appointments, but declined further comment.

The moves are big ones for Twitter, which is moving fast to upgrade its management and business model under CEO Dick Costolo, who just posted a blog (see below) on the new funding and directors, titled “Meaningful Growth (although it was first curiously called, “Stocking Stuffers,” and was much funnier).

But, indeed, a big slug of cash will surely help the start-up’s expansion efforts and essentially declares it is not for sale to bigger companies such as Google (quite yet, that is).

As I reported last week, Kleiner partner John Doerr has been pushing hard to fund Twitter, beating out Russia’s DST Global.

Kleiner is the only new investor in the latest round, which brings its funding total to $360 million since it was founded about five years ago.

The storied Silicon Valley venture firm, which has been aggressively moving into the Web 2.0 space of late, put in $150 million, with the remaining $50 million coming from existing investors.

Past investors include Benchmark Capital, Union Square Ventures, Spark Capital and several other venture firms and angel investors.

Adding Currie, McCue and Rosenblatt are very strong choices for the board. Currie has deep financial and IPO experience, McCue is a well-connected and innovative entrepreneur and Rosenblatt brings much-needed online advertising heft.

As it happens, Costolo will appear at our D@CES event in January, where I am interviewing him and we can talk about all the changes.

(Thank goodness the funding is done, since I was worried about all those awkward pauses.)

Here is new version of Costolo’s blog post on McCue and Rosenblatt (the old one is below it for you to compare and contrast):

Meaningful Growth

In the past 12 months, Twitter users sent an astonishing 25 billion Tweets and we added more than 100 million new registered accounts. In that time, our team has grown from 130 people to more than 350 today. We’re thankful for every Tweet, every account, and every talented employee who has decided to join the Twitter team. This week, we’ve got some big news to share.

As part of a significant new round of funding with investor Kleiner Perkins Caufield Byers and existing investors, we’ve added two new members to Twitter’s board of directors. Please join us in welcoming Mike McCue and David Rosenblatt. The experience these new directors bring to Twitter, along with this renewed investment, will help us continue to grow as a company and business.

2010 was one of the most meaningful years since Twitter, Inc. was founded in 2007. We operate on a principle that people are basically good–when you give them a simple way to express this trait, they prove it to you every day. We’re proud of what Twitter users have accomplished, we’re proud of our work, and we’re very proud of our team. Thanks for being a part of this work; it means a lot to us.

Stocking Stuffer

Growth is fun. In the past 12 months, Twitter users sent an astonishing 25 billion Tweets and we added more than 100 million new registered accounts. In that time, our team has grown from 130 people to more than 350 today.

This week, we added two new members to Twitter’s board of directors who have strong experience running technology companies: Mike McCue and David Rosenblatt. Mike was the CEO of Tellme Networks, is currently CEO at Flipboard and also worked for Netscape and Microsoft (which acquired Tellme in 2007). David is the former CEO of DoubleClick and an ex-Google executive.

We also closed a significant new round of funding, with new investor Kleiner Perkins Caulfield Byers leading the round. KPCB brings to Twitter a track record of helping build great companies, ranging from Amazon to Zynga (get it? A to Z? See how we did that?), and a team with expertise in Internet, mobile and social platforms. The additional resources and expertise will be extremely helpful as Twitter continues to grow as a company and business.

Thank you to Twitter users everywhere for making 2010 such a good year.

Dennis Crowley on the Difference Detween Dodgeball and Foursquare (Video)

John Paczkowski — Tue, 07 Dec 2010 21:01:33 +0000

If Dodgeball was, as founder Dennis Crowley claims, the perfect storm of bad timing, then his latest venture, Foursquare, is a sunny day. In the video below, Crowley talks about the mechanics of merchant relationships, valuations and frothiness, and the difference between Dodgeball and Foursquare.

[ See post to watch video ]

Russia's DST Out of Twitter Funding Race, With Kleiner Poised to Take the Deal

Kara Swisher — Mon, 06 Dec 2010 19:24:33 +0000

According to sources close to the situation, the aggressive Russian investment outfit DST Global is out of the running to fund Twitter.

Instead, the prize is almost certainly going to Kleiner Perkins, the legendary Silicon Valley venture firm of Web 1.0 that has been making a big push of late into the Web 2.0 market.

The valuation for the new round–which sources said is well above $150 million–will be from $3.5 billion to $4 billion.

And it is not clear if there are any other smaller investors in this funding, but sources said that was likely.

Sources added that the San Francisco microblogging service will be completing its newest round of funding next week, although Twitter might not even announce it publicly.

The new round will be the first in a year for Twitter.

In the fall of 2009, Twitter raised funding at a $1 billion valuation to help spur its growth to its current size of 325 employees, serving its 175 million users.

Such growth was of interest to DST, which has made giant investments in social networking giant Facebook, social gaming rocket ship Zynga and Groupon, the social buying site that recently ended acquisition talks with Google.

Twitter moving into its next phase of development is an attractive target for many VCs, as it seeks a lucrative way to monetize its popular business.

And, in fact, Kleiner star VC John Doerr has been making a big push to be the big investor in this key next round for Twitter, which also has had regular acquisition interest from both Google and Facebook.

What will be interesting to see is if acquisition interest in Twitter from the pair spikes, given the collapse of Google’s attempt to buy Groupon.

The talks with Twitter began, according to several sources, after Kleiner had considered investing in PostUp–the Twitter search engine and advertising platform start-up from Bill Gross’s Idealab, which was first called TweetUp.

PostUp irked Twitter, and its CEO Dick Costolo was particularly vocal about not allowing third-party ad rivals to create a spammier service.

Sources said it was Bill Campbell, well-known Silicon Valley exec and adviser to multiple companies such as Google, who brought Kleiner and Twitter into discussions.

Campbell’s latest coaching task has been at Twitter.

Kleiner has also recently stepped up its Web 2.0 game with the hiring of high-profile Wall Street analyst Mary Meeker of Morgan Stanley.

She has been brought in to help turbocharge the firm’s digital investment portfolio, especially in social, mobile and commerce.

The move has underscored Kleiner’s noisy intent of late to jump into the social Web market.

After scoring a late entry into the scene with its investment in the fast-growing social gaming start-up Zynga, Kleiner has made a big marketing push recently to allocate a dedicated $250 million “sFund” to social start-ups.

NetworkEffect’s Liz Gannes first wrote of Kleiner’s interest in Twitter a week ago, followed by a report a day later in TechCrunch about Kleiner’s primacy in the Twitter funding race and Doerr’s fervent effort to land the investment.

None of the players mentioned here has responded to BoomTown’s request for a comment.

Exclusive: Silicon Valley Go-To Guy Peter Currie Joining Twitter Board

Kara Swisher — Wed, 01 Dec 2010 11:53:56 +0000

According to sources close to the situation, well-known Silicon Valley power player Peter Currie is joining the board of directors of Twitter.

It’s an interesting choice to bring the well-regarded moneyman to the microblogging start-up, and could indicate an intent to push to an IPO eventually.

As first reported by NetworkEffect’s Liz Gannes earlier this week, Twitter is now considering funding offers from big venture funds, specifically Russia’s DST Global and Silicon Valley’s Kleiner Perkins, as well as fielding incoming acquisition interest from Google and Facebook.

Currie should know about this kind of noisy swirl around a hot start-up.

Back in the heyday of Web 1.0, as the CFO of Netscape Communications, he led the iconic browser software company into history, as the first great Internet rocket ship, when it went public on August 9, 1995.

While the Netscape experience ended in tears, Currie’s career has not, and he has become a kind of go-to elder statesman in the Web 2.0 era.

A year ago, for example, he joined Facebook as its temporary CFO.

That move came after the social networking site, in a bit of turmoil, parted ways with its then CFO, Gideon Yu, following mutual disagreements.

Indeed, Currie plays the calm, collected wise man well.

Unusually tall, aggressively avuncular and laid-back, he loves Elvis and enjoys pranking reporters like BoomTown.

(Case in point: Back in the day, he spread the rumor around Silicon Valley that I was short due to a medical condition.)

Now the president of Currie Capital, a private investment firm, he had previously worked at General Atlantic in private equity.

After Netscape, he was a partner and co-founder of the Barksdale Group, an early-stage (and ill-fated) venture capital firm.

Before Netscape, he was CFO of McCaw Cellular Communications and also worked at Morgan Stanley.

Currie is also board-happy, serving as a director of a variety of tech firms, private and public, which have had varying degrees of success.

They have included CNET, Critical Path, Clearwire, Safeco, Ofoto, Tellme Networks and Zantaz, as well as Sun Microsystems.

He has an MBA from Stanford University and went to Williams College.

In other words, just the kind of pedigree needed to give some additional burnish to the Twitter board, which now includes Fred Wilson of Union Square Ventures, Spark Capital’s Bijan Sabet, Benchmark Capital’s Peter Fenton, co-founder and former CEO Evan Williams, co-founder Jack Dorsey and CEO Dick Costolo.

Apparently, it’s time to toss another dude in there!

Hire Like It's 1999: Kleiner's Doerr Finally Lands Meeker After 11 Years of Trying (and It's About Time)

Kara Swisher — Mon, 29 Nov 2010 20:46:25 +0000

BoomTown is showing my age quite a bit today, after I unearthed notes this morning from 11 years ago.

It was for a story I never ended up doing in December of 1999 for The Wall Street Journal–where I was pretty much the only Internet beat reporter for the newspaper in Silicon Valley then–about the possibility that Mary Meeker was considering leaving Morgan Stanley in New York for two hot West coast jobs.

The high-profile Wall Street Internet analyst never made the move back then.

But, at long last, Meeker finally decided today to take one of those offers, joining Kleiner Perkins today as a venture partner in the digital arena.

It’s a much-needed hire by the legendary firm and its most prominent partner, John Doerr, given Meeker’s deep well of experience and the critical need for the still-lagging-behind-hotter-VCs Kleiner to wade more definitively into more current digital trends that she knows well.

For sure, Kleiner dominated Web 1.0 by backing what are now its golden oldies, such as Netscape Communications, Amazon and Google.

But it’s more recent Web 2.0 investments and influence has not been as impressive, especially with regards to its brighter lights and sharper entrepreneurs.

As in: No Facebook. No Foursquare. No Groupon. No Twitter (yet).

To be fair, Kleiner has made some interesting moves–mostly due to its iconoclastic partner Bing Gordon (pictured here)–such as one fund to focus on Apple iPhone and iPad apps and another on social.

And it’s has one big and shiny Web 2.0 bet–which it never fails to point to an awful lot–in gaming phenom Zynga, also courtesy of Gordon.

Bringing on Meeker to add to that now will surely help Kleiner at a critical time, giving it new investment chances, as the digital space shift sharply again.

In an interview with the Journal today, Doerr correctly called the time–a mash-up of social networking, e-commerce and mobile–”a third wave of innovation.”

In a quick interview this morning, Meeker underscored this, noting, “the level of engagement from large companies and the innovation coming from all over Silicon Valley makes this a unique time to invest in and build important companies.”

She said she was attracted to the team at Kleiner to help her move to a new level of expertise and will be spending more significant time in Northern California at her home here.

“This is an opportunity to stretch myself in a great spot at a great time,” said Meeker, noting she was especially interested in the mobile space. “It’s a pretty massive shift going on right now and I wanted to be part of it.”

But a move way back when by Meeker would have been an even bigger deal, since the Web 1.0 was at what turned out to be its peak moment in December of 1999–the ill-fated AOL-Time Warner merger would not be announced for a month, in fact.

And Meeker–who was involved in that deal and most of the other bigs ones, especially the IPOs–was the undisputed “Queen of the Net” from her powerful perch as the top kingmaker on the booming scene.

After working at other firms, she had come to Morgan Stanley as an analyst in 1991, covering PCs, hardware, software and the still nascent Internet scene.

I had met her several years later in a late-night interview in her office in Manhattan, Chinese food included, while I was working on a book on the rising power of AOL.

AOL was one of the many companies she had introduced Wall Street to, and she had become one the key nexuses for all the newly hatched Web players.

For her to leave her job then would have caused reverberations everywhere, since investors far and wide were taking her recommendations on the new companies of the moment, such as Amazon and eBay.

So–while she would later endure negative scrutiny for some of her too bullish cues, after the bursting of the Internet bubble came soon after–nabbing her at the time would be been a very big story.

And who was trying to entice her?

Well, Bill Gross of Idealab for one, offering her the possibility of big IPO stock options (which would turn out to be less than valuable soon after).

Said Gross in an email to me this morning:

Back when we were opening an Idealab office in NY, we wanted to get the best talent in the universe, and that led us right to Mary. She was brilliant and ahead of her time then, as now.

At the time, we talked about working with her to have her insights about industries and companies help us inform the direction our existing companies should take, as well as brainstorm together what new companies to create.

I think Mary was just too happy doing what she was doing, and she went on to have another great 10-year run doing just that!

And the other suitor? That was Doerr of Kleiner Perkins.

A longtime friend and a star venture capitalist whose investments benefited greatly from Meeker’s attention, he had long tried to recruit her.

Fast forward to today, as Doerr seems to have finally sealed the deal.

Meeker’s title at the investment bank has most recently been as its head of global technology research.

At Kleiner Perkins, no surprise, she’ll focus on the firm’s investments in social, mobile and e-commerce, trying to turbocharge its efforts.

Presumably including, as NetworkEffect’s Liz Gannes reported earlier today, Kleiner making a big push to invest in a new badillion-dollar funding round for Twitter.

Meeker’s presence could help there for sure, especially since she has been a big proponent of the microblogging service, as you can see on page 18 of her most recent annual Internet trends report–titled “Ten Questions Internet Execs Should Ask & Answer.”

It’s clear, as you will read below, those are just the kinds of queries Kleiner needs to be making.

Check out her presentation deck for some clues as to where Meeker could focus first as a newly minted VC:

Internet Trends Presentation

Joshua Schachter Goes From Delicious to Tasty

Peter Kafka — Wed, 24 Nov 2010 13:11:33 +0000

Joshua Schachter, who built social bookmarking site Delicious and sold it to Yahoo, has raised money for his next venture, which he’s calling…Tasty Labs. Get it?

Other than telling the world that Tasty Labs will put “the useful back into social software,” Schachter and his co-founders are being coy about what Tasty is up to. But they did announce today that they’ve taken an investment from Union Square Ventures, which backed Schachter’s first venture.

Schachter is a big deal in tech circles. That’s because Delicious was one of the first Web 2.0 start-ups to figure out the importance of social connections–it made it easy for you to tell other people what you were reading on the Web.

And it’s also because his company offers a cautionary tale about the perils of selling out too early, to the wrong place: After buying the company in late 2005, Yahoo essentially let it languish, and Schachter was vocal about his frustrations there.

Shachter left Yahoo in 2008, stopped by Google in 2009 and took off again this summer.

[Image credit: James Duncan Davidson]

Netflix Web-Only Service Coming, Probably Not Cheap

Peter Kafka — Thu, 18 Nov 2010 12:00:09 +0000

Hate discs? Love Web video? Netflix should have something for you shortly: At the Web 2.0 conference yesterday, CEO Reed Hastings said a streaming-only option for U.S. subscribers should be available “shortly.”

It’s the third time this fall the company has talked up a Web-only service. And each time it does so it excites some of you who… really like the idea of not using DVDs.

The rest of you? You may be underwhelmed.

The big caveat here is we don’t know what Netflix plans to offer. But my hunch is the company won’t be able to offer a streaming-only option at a significant discount to its most popular $8.99-a-month plan, which also lets you stream unlimited video–and allows you to check out any DVD you want.

Note that:

The streaming-only service the company launched in Canada this year costs $7.99 a month.
Netflix has been testing the same service, at the same price, in the U.S. this fall.
Even though the Netflix streaming-only option only offers about 20 percent of the catalog available on its traditional DVD rental service, the company is paying big money for that catalog. Netflix has already racked up a $1.2 billion digital content bill, which could grow to $2 billion next year.

Netflix has also been testing out a price increase for its $8.99 streaming + disc plan, to $9.99 a month. Perhaps that’s to make the $7.99 option appear that much more attractive ($7.99 also happens to be the new price for Netflix competitor Hulu Plus).

And perhaps $7.99 will be just fine for people who don’t want to deal with discs and envelopes and mailboxes, and want instant video whenever they want it. Even if they can’t get everything they want.

In any case, this could all be moot. While I haven’t seen any reports of a streaming-only option priced below $7.99, Netflix has said it has run “many” tests. So perhaps it has a trick up its sleeve.

For giggles, I asked Netflix PR guy Steve Swasey what he could tell me. His response: “Stay tuned!”

Fair enough. I assume that “shortly” means “in time for the Christmas shopping season, when people start buying shiny new TVs and gadgets that work well with Netflix streaming.” And that kicks off on Black Friday–just eight days away.

Exclusive: Comcast's Top Digital Exec Amy Banse to Open New Silicon Valley Equity Fund for Cable Giant and NBC

Kara Swisher — Mon, 15 Nov 2010 08:09:04 +0000

Amy Banse, currently the president of Comcast Interactive Media, is shifting into a job as head of a new Silicon Valley-based equity fund aimed at making digital investments for the television cable giant, as well as its new NBC Universal unit, according to sources with knowledge of the plans.

While most of the attention related to the soon-to-be-completed merger of Comcast with NBC U has been on the musical chairs of its high-profile news and entertainment divisions, this move is potentially significant for the companies by putting a stake in the ground–and a presence–for it on the West Coast.

As part of the shift, sources said, Banse will be charged with combining two existing corporate investment funds: NBC U’s Peacock Equity and Comcast Interactive Capital.

The New York-based Peacock Equity is a $250 million fund that was founded as a joint venture in 2007 by GE Capital and NBC U.

Its investments have ranged from $3 million to $25 million each, including a lot of online advertising start-ups such as Adify and the Rubicon Project.

Comcast Interactive Capital–founded in 1999 and based in Philadelphia, where Comcast’s HQ is–has $500 million under management.

It has focused on broadband, interactive and enterprise businesses.

According to its Web site, “early successful investments” include About.com, CitySearch, Half.com, TiVo, and VeriSign.”

Current investments include SB Nation, BlackArrow and JiWire.

It is not clear how much more money the new still-unnamed equity fund will raise, but it will be aimed at early-stage companies, said sources.

The combined fund will debut by the end of the year or early next year.

Banse’s shift to become a VC comes after many years of leading Comcast’s online strategy, which has included the acquisition of the Fandango movie ticketing site and Daily Candy, an email newsletter.

She has also been in charge of the development and management of Comcast’s many Web sites, including Comcast.net, Xfinity.com and Fancast.

MediaMemo’s Peter Kafka recently reported that the high-profile Banse was moving out of her post, which was being split up into two jobs.

Many thought she would likely depart the company, but it appears she will stay for a while longer at least.

As it happens, Banse will be in San Francisco this week for the Web 2.0 conference, so please be sure to give her a warm welcome and explain “Fear the Beard” to a likely Phillies fan-atic.

And just to get acquainted in advance, here is her bio from the Comcast Web site:

Amy Banse serves as President of Comcast Interactive Media (CIM), a division of Comcast Corporation that is responsible for developing and operating online tools and businesses focused on entertainment, information and communication.

Since founding CIM in December of 2005, Ms. Banse has led Comcast’s online strategy, overseeing the acquisition of Fandango (the movie ticketing site), Daily Candy (the popular email newsletter), Plaxo (the smart contacts site), and thePlatform (the industry-leading provider of digital media publishing solutions) as well as the in-house development and management of, Comcast.net and xFinity.com(Comcast’s portals), Fancast, (a leading tv entertainment site), xFinitytv (Comcast ‘s online video portal), and Swirl (Daily Candy’s sample sales site). In this role, she has grown CIM into an 800 person team with significant digital capabilities and has played a key part in the industry’s development of its TV Everywhere strategy and in Comcast’s execution of that strategy, Fancast/xFinitytv.

Ms. Banse joined Comcast in 1991 as an in-house attorney responsible for programming acquisition. Most recently she served as Executive Vice President of Content Development where she oversaw the development of Comcast’s cable network portfolio including the company’s investments in E! Entertainment Television, The Golf Channel, and VERSUS and the development and launch of G4, PBS KIDS Sprout, TV One and Comcast’s sports networks.

Ms. Banse has represented CIM and Comcast as a featured speaker in venues around the country discussing the rapid evolution of content consumption in a digital world and the opportunities and challenges facing the cable and entertainment industries. She has been named among the “Most Powerful Women in Cable” and the “Top Programmers to Watch” by CableWorld magazine. She has also been named among the Cable 100 by Multichannel News and the Digital Power list, by The Hollywood Reporter. She was honored as a “Wonder Woman” by Multichannel News and Women in Cable Telecommunications (WICT) in 2004, received WICT’s Geraldine B. Laybourne Fearless Award in 2009 and ProMax’s Brand Builder Award in 2010 Ms. Banse sits on the Board of The Morris Arboretum and Springside School for Girls. In 2007 she received “The Distinguished Alumni Award” from Springside School, and in 2006 she was honored by Girls, Inc. as an outstanding role model for girls during their annual Celebration Luncheon. Ms. Banse is also a member of The Forum of Executive Women, the Philadelphia region’s premier women’s organization.

Ms. Banse received a BA from Harvard University and a JD from Temple University Law School. She and her husband and their four children live in Philadelphia.

Another Personal-Finance Site Runs Out Of Money

Ty McMahan — Mon, 08 Nov 2010 08:00:13 +0000

Rudder Inc. launched two years ago among a crop of promising personal-finance start-ups including Mint Software Inc. and Wesabe Inc. While Mint went on to a successful exit, selling to Intuit Inc. for about $170 million, Rudder has joined Wesabe as a Web 2.0 flameout.

Rudder announced on its website that the business has “become unsustainable” and has been shut down.

The company, backed by $2 million from Meakem Becker Venture Capital, analyzed purchases to predict how much a person will have at the end of the month after paying bills. Rudder then displayed how much money they should have at the end of a month so users knew when to cut back on spending.

Read the rest of thus post on the original site

Digg Lays Off More Than One-Third of Staff as It Seeks to Cut Costs

Kara Swisher — Mon, 25 Oct 2010 18:39:19 +0000

Digg has announced it is laying off 25 of its 67 staffers today, part of an attempt by the San Francisco social news discovery site to rationalize its costs.

In an interview with BoomTown this morning, CEO Matt Williams noted that “the burn rate is just too high” for the company.

“We need to reset, in terms of stategy and get back in a start-up mode,” said Williams, referring to the recent turmoil at Digg, related to management upheavals and product snafus. “The cost structure is not in line with our business.”

Earlier today, I reported that Digg’s Publisher and Chief Revenue Officer Chas Edwards was departing to take a similar job at a photo-tagging advertising start-up called Pixazza.

Edwards is just one of many such issues at Digg, where Williams seems to have stepped into a very big mess since he arrived just six weeks ago.

That includes dealing with a new version widely derided by its passionate and opinionated users, for which Williams quickly apologized.

“I knew it was going to be a big job in terms of a product turnaround,” said Williams. “I think the users love Digg and want to see us succeed and we ultimately let them down.”

Williams said his goal was to get to profitability in 2011, which required the employee layoffs.

From there, he said, “We will be on good footing to be more innovative.”

That would be a nice change of pace, given Digg’s fall from Web 2.0′s hottest start-up to one that seems only to falter.

Those stumbles have included a failed sale to Google, previous layoffs and general product drift.

Here is a blog post that Williams just put on the news aggregator’s site:

Just wanted to share an important development at Digg. Here is a copy of an e-mail that I sent to the staff today…

Team,

When I joined Digg six weeks ago, we set an immediate focus on improving the web site. We listened carefully to user feedback and started making changes to generate momentum in our business.

As I mentioned in one of our first all-hands meetings, another top priority was to take a hard look at the entire business, across product, sales, and operations. Through the time I have spent with each of you, I’ve been impressed by the commitment and enthusiasm you’ve shown. I’ve also learned a great deal about what is working well at Digg, and what is broken.

Many things are working well. The team is listening and acting quickly on the feedback from our passionate community. We’ve been able to deliver nimbly on the new platform, with over 100 bug and feature releases to the web site in the past two months. Our Diggable ads product has seen a notable increase in use by advertisers and clicks by users.

Unfortunately, to reach our goals, we have to take some difficult steps. The fact is our business has a burn rate that is too high. We must significantly cut our expenses to achieve profitability in 2011. We’ve considered all of the possible options for reduction, from salaries to fixed costs. The result is that, in addition to lowering many of our operational costs, I’ve made the decision to downsize our staff from 67 to 42 people.

It’s been an incredibly tough decision. I wish it weren’t necessary. However, I know it’s the right choice for Digg’s future success as a business. I’m personally committed to help find new opportunities for everyone affected by the transition. Digg’s Board members have also offered to help find placements within their portfolio companies.

Let’s please use today to show our sincere appreciation for our friends and colleagues who will be moving on. Tomorrow, we’ll go forward with a new strategy for Digg.

Matt

ATD Gets Social With Liz Gannes (In Other Words, We Hired Her)

Kara Swisher — Fri, 22 Oct 2010 01:00:01 +0000

A few days ago, All Things Digital announced CNET senior writer Ina Fried was joining the staff to cover mobile for the site.

Today, we complete a one-two punch with the hiring of Liz Gannes, who will be covering the critical social beat.

She comes to us after an impressive stint as a senior writer from the terrific GigaOm Network.

Anyone who follows the development of Web 2.0 and the growing power of social networking–from powerhouse Facebook to the innovative stylings of Twitter to the explosive growth of Zynga–understands the importance of the social arena to the future of the Web.

That was underscored today with the unveiling of a new $250 million sFund by Kleiner Perkins, Facebook, Amazon and others.

Liz will be covering all this and more for us, which we expect her to do with the same kind of professionalism and insight she displayed in spades at GigaOm.

Liz, interestingly enough, was raised in Silicon Valley, and has been wise beyond her years, even as a high school student.

In fact, in an article in the New York Times in 2000 about the corrosive effect of the Web 1.0 culture on young people in the area–called the “affluenza syndrome”–the then-senior at Palo Alto High School said:

“It’s hard to ground ourselves sometimes….The things we hear on the news are happening all around us. We’re living on top of this bubble and we’re not able to see below us.”

We think Liz’s unique perspective will allow readers to see a lot.

After high school and college at Dartmouth, where she got a degree in linguistics, the daughter of a tech-reporter-turned-start-up-CEO–the amazing Stuart Gannes–started her career as a reporter for Red Herring in 2004.

In 2006, Liz founded NewTeeVee, a GigaOM site that is now the pre-eminent source for news and analysis about the intersection of entertainment and technology.

We are thrilled to have her join ATD, especially so since she is coming from a site we admire so much and, more importantly, because of her work for tech’s top-notch blogging pioneer, Om Malik.

And we think once Liz starts chronicling the social arena for us, our readers will have even more to admire in her work.

There are more job announcements to come soon, as ATD expands our coverage, so stay tuned.

Addition Through Subtraction: Wall Street Gives Google a MySpace Bump

Peter Kafka — Wed, 06 Oct 2010 11:23:55 +0000

Google and MySpace have yet to announce a new search deal. But J.P. Morgan analyst Imran Khan thinks he knows what the new pact will mean to the search giant: A $200 million annual boost.

As Kara Swisher has reported, Google (GOOG) and MySpace owner News Corp. (NWS) are close to a “realistic” search deal to replace the famous three-year, $900 million pact signed during the Web 2.0 boom. The old deal expired this summer, and the two companies have been negotiating a replacement while working through a couple of one-month extensions.

News Corp., which also owns this Web site, doesn’t have much leverage here. Its once-hot social network has long been eclipsed by Facebook, and Microsoft (MSFT) doesn’t seem inclined to make a competitive bid for the MySpace business.

Translation: The new deal should save Google $200 million in traffic acquisition costs, Khan says. And he figures that those savings will show up as soon Google’s Q3 results, due out next week: He’s boosted his net revenue estimate to $5.33 billion, up from $5.32 billion.

Exclusive: MySpace and Google Zero in on Renewing "Realistic" Search Deal

Kara Swisher — Thu, 16 Sep 2010 08:45:31 +0000

After what started out as one of Web 2.0′s most frothy deals and soon became a contentious relationship, several sources said that Google and MySpace are moving close to signing a new agreement, in which the search giant would remain the provider of search and online advertising technology for the social networking site.

But, said sources, this deal is a lot different from the one signed four years back when the News Corp. (NWS) unit was flying high and Google (GOOG) forked over $900 million in guaranteed payments to stave off a competitive effort from Microsoft (MSFT).

This time, because MySpace’s traffic has declined so precipitously over these years, the new deal has no giant guaranteed payments and not even any of the bells and whistles the recent renewed and expanded search deal AOL (AOL) struck with Google has.

“It is a different time and MySpace is in a much different place,” said one source close to the situation. “This is a realistic deal.”

Sources stressed the deal with Google was not complete, although it could be struck within weeks.

Sources said Microsoft (MSFT), which had been in talks with MySpace too, has largely dropped out, although it certainly could put forward another offer at any time.

But, said sources, the search volume from MySpace is not as valuable to Microsoft’s Bing search service and it would have to pay MySpace more since it does not monetize as well as Google.

Another bidder, Yahoo (YHOO), sources said, was not considered a factor in the competition, although it could also still make a better bid.

Google and MySpace continued their talks about renewing the deal after their original contract ended at the end of July, agreeing to two one-month extensions.

The hope is, if struck, a new Google deal will perform better, given MySpace will launch a soup-to-nuts renovation of its site, codenamed Futura, in mid-October.

Before that, the Beverly Hills, Calif., company, which has undergone much management turmoil over the last year, has been dribbling out some of these new features.

That has included new profiles and also the ability to synch status updates on its site with Facebook.

Yes, the very social networking giant whose total decimation of MySpace in the consumer space has been at the heart of its problems in making its original Google deal as lucrative as was once hoped.

MySpace declined to comment on the status of its negotiations, and Google has not yet returned a query about the deal discussions.

Please see this disclosure related to me and Google.

Flickr Co-Founder Butterfield Talks About His New Game Start-Up, Glitch

Kara Swisher — Mon, 23 Aug 2010 16:40:00 +0000

Last Friday, BoomTown dropped in on Stewart Butterfield, now ensconced in Vancouver, to see what the Flickr co-founder has been up to since decamping from Yahoo a while back.

Yahoo (YHOO) bought the innovative British Columbia-based photo-sharing service in 2005 for upward of $25 million, a sale that heralded the heady start of Web 2.0.

But Butterfield was gone by 2008 and was soon enough off traveling, until he landed in his native Canada at the Vancouver HQ of his Tiny Speck start-up.

In fact, it is kind of where Butterfield started, since Flickr was initially actually part of an original gaming project called Game Neverending.

Apparently, it never did end, and now there is Glitch. Almost, that is.

In any case, Butterfield showed me the latest iteration of the Flash-based multiplayer game, which takes place inside the minds of 11 giants.

It is full of creative quests, unusual graphics and fascinating but definitely odd worlds, so it will be interesting to see how people will react when the game debuts in early 2011.

You can see a demo of the Glitch game here, and watch my video interview below of Butterfield talking about all this and more at his office in the hip Yaletown section of Vancouver:

[ See post to watch video ]

The Boku Founders Talk About Mobile Payments, Competitors and More!

Kara Swisher — Mon, 26 Jul 2010 13:30:40 +0000

While hot start-ups like gaming giant Zynga suck up all the oxygen in the Web 2.0 room, it’s always good to look at those who grease the wheels with the background transactions that make it all possible.

Case in point: Mobile payments start-up Boku, a heavily funded (Boku is trying to be PayPal for the mobile phone, which is something, well, the eBay (EBAY) unit and many other competitors, such as Zong, want to do too.

Here is the video of an interview I did at Boku’s San Francisco HQ last week with CEO Mark Britto and Ron Hirson, SVP of product and marketing, both longtime digital execs, about all this and more:

[ See post to watch video ]

The Profits Will Come Out Tomorrow? Ning CEO Rosenthal Talks About Premium Changeover

Kara Swisher — Mon, 19 Jul 2010 12:15:31 +0000

Last week, BoomTown moseyed on down to the Palo Alto, Calif., HQ of Ning–the high-profile social networking platform co-founded by Silicon Valley icon Marc Andreessen–to talk to CEO Jason Rosenthal (pictured here) about a dramatic shift in the start-up’s business plan tomorrow.

As in, go all-premium, trying to find a way to turn the start-up–which has raised $120 million in venture funding since its late 2004 founding–into a profitable enterprise.

Translation for Web 2.0: Profits are when you make more money than you spend.

Moving Ning to that cogent realization has been the unenviable task that has fallen to Rosenthal, who had been COO of Ning until he replaced its founding CEO, Gina Bianchini, in March.

Within a month, Rosenthal had whacked 40 percent of the staff, as well as the free, advertising-based Ning product.

In its place: A paid version that formally starts for the 300,000 active networks on its service tomorrow. While there is a 60-day free window, it’s all premium from here on out.

Wrote Rosenthal, in part, in a memo to staff in April:

“When I became CEO 30 days ago, I told you I would take a hard look at our business. This process has brought real clarity to what’s working, what’s not, and what we need to do now to make Ning a big success. My main conclusion is that we need to double down on our premium services business.”

There will also be cases of sponsored communities, such as a partnership announced today around healthcare, in which WEGO Health will provide Ning Plus service to the many health-related networks for free for one year.

Ning has also struck sponsorship relationship with Pearson Publishing on education-focused networks, for example.

We’ll see how it all goes, but it’s a true and much-needed shift from the growth-over-profits mentality that has seeped too deeply into the Web 2.0 ethos.

Now, it seems, it’s time to pay the piper, at least at Ning.

Here’s the video of my interview with Rosenthal about all this, as well as short tour on Ning’s HQ:

[ See post to watch video ]

Can Two Tech Exec Candidates in California Compute With Voters?

Kara Swisher — Mon, 21 Jun 2010 19:00:06 +0000

While there have been politicians running for office in California before who have worked in the tech sector, there’s no doubt that the prospects for two of Silicon Valley’s more prominent execs–Carly Fiorina and Meg Whitman–represent an unusual and interesting situation in the state’s history.

With the tech sector a beacon of hope in a very rough economy and a symbol of health compared with a debt-saddled government, it’s no surprise that both candidates are touting their time as CEOs of two of California’s better known digital giants.

Whitman ran eBay (EBAY) and Fiorina helmed Hewlett-Packard (HPQ).

And, as they both did in their Republican primary races, they’re pushing that business experience very hard.

“Career politicians in Sacramento and Washington, D.C., be warned: You now face your worst nightmare,” said Whitman in her victory speech after winning the GOP primary for governor, referring to herself and Fiorina, who is vying for a Senate seat. “Two businesswomen from the real world who know how to create jobs, balance budgets and get things done.”

But will their narrative of outsider, maverick, high-tech corporate execs versus entrenched career politicians–Democratic candidates Jerry Brown and Sen. Barbara Boxer, who are facing Whitman and Fiorina respectively–play well with voters, and, more importantly, how accurate is their depiction as can-do techies?

That’s something to pay attention to, since a lot will surely be riding on their golden portrayal as business successes in the Golden State versus their opponents’ ability to paint a more cloddish picture of their corporate tenures.

And, just from a quick reading of their Web sites, both Fiorina and Whitman have to tread very carefully.

For example, the bio for Fiorina on her site notes:

“Carly served as the Chairman and Chief Executive Officer of Hewlett-Packard Company from 1999 to 2005, leading the reinvention of the legendary company, successfully steering it through the dot-com bust and the worst technology recession in 25 years. During her tenure, HP’s revenues doubled, from $44 billion to $88 billion, with improved profitability in every product category. Today, HP is the largest technology company in the world.”

That certainly–and not surprisingly–leaves out the layoffs, the myriad controversies over her leadership and, as has been depicted in much press coverage and several books, her none-too-smooth heave-ho from HP with a big fat exit payout to cushion the blow.

In fact, it has been current CEO Mark Hurd who has deservedly gotten a lot of the credit for getting HP moving again.

In addition, while HP is certainly the largest tech company in terms of employees, it is nowhere near the largest in terms of anything else that counts, such as stock market valuation.

HP’s market cap is currently $112 billion, compared with $230 billion for Microsoft (MSFT), $251 billion for Apple (AAPL) and even $168 billion for IBM (IBM).

On her Web site, the tale of Whitman is also rich in wow:

“At eBay, Meg made history. Meg steered eBay through the dot-com rise and fall that saw the vast majority of high-flying start-ups crash and burn, while eBay turned in one quarter of dramatic growth after another. When she joined eBay, the company had just $4.7 million in revenues and 30 employees; when she retired in March of 2008, ten years later, the company had nearly $8 billion in revenues and 15,000 employees worldwide–with millions of users in California alone.”

It’s all pretty much true, and throwing in California auction fans is a nice touch, too.

But it also leaves out a laundry list of problems Whitman left behind, from eBay’s slowness to innovate after its initial success, thereby almost totally missing Web 2.0, to its struggles to reinvigorate its main market business to a series of questionable acquisitions–Skype calling!–made in her decade in charge.

To be fair, any CEO tenure is a mixed bag, and there is not one tech exec who has not presided over a disaster or two.

That said, if both Fiorina and Whitman are selling themselves as Silicon Valley wunderkinds who can fix what’s broke in California, they are going to have to get ready to defend their business records over the next five months just the same as the career pols they are aiming to unseat.