In an effort to minimize the impact of massive layoffs that Yahoo’s top management has been planning, according to sources close to the situation, one of the latest ideas to save costs and presumably jobs by new CEO Scott Thompson is to sell off much of its advertising technology platform, including Right Media.

And among the possible buyers Thompson has been targeting in recent visits: Google and Microsoft, as well as Silver Lake, the private equity firm that had once been talking to the Silicon Valley Internet giant about making a large investment in the company.

(That particular deal has gone south, but there is always yet another scheme on the horizon at Yahoo!)

The concept behind such a sale, according to several sources inside and outside the company, is to turn a cost center into a revenue source, with Yahoo essentially outsourcing a business that was a cornerstone of its strategy. A negotiable number of employees affiliated with those units would then move over to the new owner.

The most ideal plan, said sources, would be to sell Yahoo’s whole advertising technology “stack,” including the Right Media Exchange, a marketplace for advertisers, publishers and ad networks to trade online ads. Yahoo bought it for $700 million in 2007.

According to info on the company’s site, it has “300,000 active global buyers and sellers and more than 11 billion daily transactions.”

Also part of the possible package is APT, a system Yahoo has built to make buying and selling online advertising easier. In addition, Yahoo’s technologies for display-ad serving have been mentioned as a possibility for sale.

It’s unclear what the potential sale means for the new ad strategy that U.S. boss Ross Levinsohn and his lieutenant Jim Heckman have been pursuing since last summer. That plan included its own acquisition of ad network Interclick and an attempt to sync up with rivals AOL and Microsoft in an effort to fend off Google and some third-party players, like ad networks.

But the reason for contemplating much a major move — which has been considered before, but never has been seriously offered — are obvious: While Yahoo once dominated this arena, it has steadily lost ground, especially to Google. The search giant has made almost all of its money in search-related ads, but has been moving aggressively via its DoubleClick and other ad-serving entities into higher-level ads.

Microsoft has also been trying to compete, as has AOL, but it’s getting to be an expensive race, and one where Yahoo would have to make major investments to once again gain momentum. Building up this business again had been the aim of co-founder Jerry Yang, who wanted to go big in the arena in a number of ways before he left the company earlier this year.

But those days seem to be over at Yahoo.

“A lot of what has happened so far under Scott [Thompson] has been trying to find more revenue anywhere it can be generated, and get out of businesses that are not growing,” said one person. “Right now, it’s a lot about what we shouldn’t do rather than what we should.”

That has meant visits to see both Google and Microsoft about possible deals by Thompson, with the involvement of CFO Tim Morse and Chief Product Officer Blake Irving.

Thompson (pictured here) has also recently been talking to Silver Lake about the ad-platform sale, in a deal that might include the Andreessen Horowitz venture fund. This would be a different kind of transaction, said sources, in which a separate company would be formed, with Yahoo owning a piece and contracting with the new entity to provide ad technology.

All this activity is related to the layoffs in the works of perhaps thousands of employees, which were to have been communicated to the company this week.

Sources said those have been delayed for some weeks for several reasons, including whether to consider more deeply if certain larger business units can be spun off, sold or somehow transformed. (To be clear: Major layoffs are still being planned, but now might take place in two parts, said sources, in what is a quickly changing and volatile atmosphere at Yahoo.)

Another area being looked at, said sources, is Yahoo’s search advertising partnership with Microsoft, which has not been as successful as had been expected. While Yahoo has been working with the software giant about improving the results, Thompson has apparently been contemplating other possibilities, including working with Google (calling all regulators!) and/or laying off up to 900 employees who work on the company’s search offering.

Any of these moves could, of course, cause a firestorm of controversy, which Thompson appears to not worry much about. He was the driving force in Yahoo’s patent lawsuit against Facebook earlier this week, which is largely attracting a negative reaction across the tech landscape.

A number of prominent voices have spoken out against the legal action, including well-known VC Fred Wilson, who yesterday penned a poisonous blog post, titled “Yahoo Crosses the Line.”

It ends thusly: “I am not writing this in defense of Facebook. They can and will defend themselves. I am writing this in outrage at Yahoo! I used to care about that company for some reason. No more. They are dead to me. Dead and gone. I hate them now.”

Ouch!

Also weighing in publicly via Twitter was former Yahoo director Eric Hippeau, who was one of the company’s first investors, which is embedded below:

Pathetic and heartbreaking last stand for Yahoo bit.ly/yirCcj It’s all over. I loved you very much.

— Eric Hippeau (@erichippeau) March 13, 2012

Double ouch!

All I can say is that Thompson certainly has a lot of gumption. That has actually been his M.O. from the start, said several sources, with the former president of eBay’s PayPal payments unit and dark horse cold-emailing his way into the Yahoo CEO job.

True story: He had not been among its list of possible candidates — largely because he had been placed in his job at eBay many moons ago by Heidrick & Struggles, which was conducting the Yahoo CEO search, and that’s a talent acquisition no-no to poach someone you placed.

That did not stop Thompson, who thought he might be good for the job and reached out directly to board members at the end of the selection effort, which then led to the search committee and soon enough to the job in what was a very quick vetting and secretive (although not secretive enough!) hiring process.

Since then, Thompson has been on a tear, from working on a restructuring to trying to assuage activist shareholder Dan Loeb to helping put the kibosh on its Asian stake sale talks to suing Facebook. And now this sale effort, too.

If the peripatetic Thompson — who might need a dose of Ritalin before this thing is over — wanted to get noticed by the tech powers that be: Mission accomplished!

“He’s definitely someone who appears to have decided on shooting the moon with a lot of these actions,” said one person close to the situation, referring to the move in the card game of Hearts, which is a risky gambit to capture every penalty card worth 26 points in order to win. “I just hope no one loses an eye in the process.”

(That would be triple ouch, by the way.)

No comments all around, but everyone was certainly cordial on this rainy morning.

The Wall Street Journal reported earlier tonight that Microsoft–in what would be its most aggressive acquisition in the digital space–was zeroing in on buying Skype for $8.5 billion all in with an assumption of the Luxembourg-based company’s debt.

Sources told BoomTown tonight that the deal for the online telephony and video communications giant is actually done and will be announced early tomorrow morning.

The purchase–which has been spearheaded in closely held negotiations by Microsoft CEO Steve Ballmer, with an assist from Business Division CFO Amy Hood and top dealmaker Charles Songhurst–is a bold move for the software giant and its biggest acquisition in more than three decades.

The big price will give Microsoft–which has struggled in its online efforts and has lost billions of dollars for its work–a big brand name on the Web.

With Skype, which has been aggressively expanding, Microsoft will continue to lose money in its Internet efforts. Skype lost $7 million on revenue of $860 million. Operating profits, which Skype preferred to highlight, were $264 million.

And–let us not forget–Skype’s debt is $686 million. Silver lining: That’s slightly less than Microsoft’s Online Services division losses in its most recent quarter!

But, sources said, the concept is bigger than just money, including getting access to Skype’s 663 million registered users.

Skype, which had been headed bumpily toward an IPO until now, will apparently be integrated into Microsoft’s Windows Live and other online communications efforts in both the consumer and enterprise arenas, sources said.

Think Kinect connecting.

Skype has had a big-company owner before–eBay Inc. paid $2.6 billion in cash and stock for it in 2005, as a way for the auction site’s buyers and sellers to communicate.

A 70 percent stake in Skype was sold in 2009 to investors such as Silver Lake Partners, Andreessen Horowitz, and the Canada Pension Plan Investment Board. It then valued Skype at $2.75 billion.

So, obviously, the deal is a big win for them. In addition, at the time they made their investments, Skype was a huge legal mess with lawsuits flying.

Skype has since gotten cleaned up enough to attract Microsoft.

Other suitors have looked at Skype, including Google, although acquisition interest by Facebook was very much overblown, said several sources.

Interestingly, Microsoft’s new smartphone partner Nokia also held meetings with Skype’s CEO Tony Bates, a former Cisco exec who arrived at the company last fall.

Interest in Skype by Microsoft was first reported by GigaOm’s Om Malik on Sunday.

Tune in at 5 am PT for the official press release, apparently, and lots and lots and lots of analysis of whether Microsoft paid too much for Skype.

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:

Yardsellr is announcing today that it has closed a $5 million Series A funding round led by Accel Partners.

Harrison Metal, which is run by investor Michael Dearing and gave the social listings and transactions site seed financing last year, also participated in the round.

Yardsellr says it uses “social plumbing to power all interactions between buyers and sellers, although users create listings and consummate transactions.”

Welcome to eBay, Facebook-style!

Online shopping with a social element is starting to boom, at least in terms of financings.

Earlier today, Svpply–a social retail discovery site stocked with stuff you and your friends think are cool–got a $550,000 seed round investment led by Spark Capital and Founder Collective, along with high-profile angels like Ron Conway, Foursquare co-founder Dennis Crowley and former Myspace co-President Jason Hirschhorn.

And Topguest, a check-in loyalty service that was founded just five months ago, announced last week that it nabbed $2 million in Series A funding, as well as nabbing well-known Facebook investor Peter Thiel as an adviser.

Yardsellr takes yet another social tack, organizing the Internet shopping experience around “Blocks”–using the traditional neighborhood yard sale as an analog inspiration for innovation.

Blocks are micro-communities of people interested in the same products, determined via social networking, specifically following them on Twitter or liking them on Facebook.

Founder Daniel Leffel said in an email that it was better to organize this way “instead of categories, because categories organize products while Blocks organize people.”

Then, he said, when sellers list items, for free, they go out into the feeds of members who have joined the relevant blocks. Sellers can then buy additional traffic to their listings.

Yardsellr also handles payments for sales, with the buyer paying a small transaction fee.

That’s opposite from eBay, where Leffel once worked. Several former eBay execs are also working at the start-up.

Odd to learn that Apple (AAPL) was considering such a move. After all, advertising isn’t exactly one of its core businesses, though it might have become one had it managed to buy AdMob, which is one of the largest sellers of advertisements on the iPhone.

“If a lot of traffic goes through my devices, why can’t I become the middleman that serves ads against that inventory?” said IDC analyst Karsten Weide. “AdMob would have allowed them to do that quickly.”

Indeed. If that’s what Apple wanted. And perhaps the company is interested in expanding into online advertising, as this “Advertising in Operating System” patent seems to suggest.

That said, it’s equally conceivable that Apple met with AdMob hoping to temper Google’s (GOOG) fast-expanding footprint in the mobile space and on the iPhone. With the acquisition of AdMob, the search sovereign is now the Internet’s largest mobile advertising company, with a dominant presence on the iPhone and any handset running its Android OS. Perhaps Apple’s intent was simply to make this a more costly endeavor for Google. But perhaps it was something more.

Until then, the market will have to make due with merger-and-acquisition deals, which themselves aren’t doing so well. There were just 68 M&As in the first quarter of 2009, the lowest number since 1999. And they generated just $3.2 billion–down 65 percent from a year ago. Seems acquiring companies are on the lookout for bargain-basement deals and there are unquestionably few to be had given the souring economy. “Acquiring companies are simply looking to be very aggressive buyers and frankly are looking for rock-bottom pricing because that’s what they should be doing in this kind of environment,” Jim Watson, managing general partner at CMEA Capital, told VentureWire. “If you’re a seller now it’s because you have to be a seller.”

But even though you can use these services without leaving home, many of them still require you to go to a specific Web site — one you wouldn’t necessarily visit regularly. Sites like Gazelle.com and Venjuvo.com that pay cash for old electronics (or just recycle them) aren’t exactly online destinations.

Now one of those ways to unload your stuff involves a Web site you might visit many times a day. A site that has considerable sway in the social-networking world, where over 175 million active users go to share personal stories, photos and videos with hundreds of “friends.”

That’s right, I’m talking about Facebook. Tuesday, the social-networking giant announced its new Facebook Marketplace, Facebook.com/Marketplace, an integrated application powered by Oodle, known for its work with online classified ads. Marketplace uses colorful icons to represent four actions you can take in its app: Sell It; Sell for a Cause; Give it Away; and Ask for It.

Facebook Marketplace users can pick from 12 categories of listings, as well as buy or sell items for a favorite cause.

Oodle granted me early access to the Marketplace app before it became available Tuesday. A friend of mine and I were both set up with test accounts so that we could see one another’s fake Marketplace items and interact with one another within Marketplace; hundreds of Oodle employees also were testing this. (It was fun to see what people offer for sale when they’re just pretending, like one person who offered to sell everything on a colleague’s desk when he was out.)

Facebook’s original iteration of Marketplace started back in 2007, but was geared toward services like housing and jobs. The Oodle-powered Marketplace is merchandise-centric and includes more detailed organization, deeper integration with Facebook, and ways to buy or sell things to raise money for 1.7 million causes.

It still lacks a built-in electronic payment system, such as PayPal or Discover card, for exchanges between users or donations to causes. Instead, Marketplace encourages its users to exchange money however they choose, like traditional classified ads. And that could cause some obvious problems. For instance, if an item were sold for a cause, the seller could later donate the amount via credit card after closing a listing. But there’s no guarantee that the seller will actually do this. Oodle says it will listen to feedback from the Facebook audience and will try to integrate e-payments, if preferred.

Every posted item can include a location, description, category, photo and an explanation of why it’s in the Marketplace. Each item is reviewed by Oodle’s fraud-detection program, which looks for inappropriate content and suspicious activity, and a post could take up to 30 minutes to appear online after you submit it. My posts displayed almost instantly in the Marketplace newsfeed. Users also can opt to publish their posts to their Facebook profiles.

One example of Marketplace’s newly detailed organization comes in its browsing options. The old version of Marketplace had options to browse through jobs and housing, but not specific categories of items for sale. Now, users can browse through 12 categories of specific items including “Home & Garden,” “Baby & Kid Stuff,” “Tickets” and “Musical Instruments.” Items that don’t fit into these 12 categories are put into an “Everything Else” category.

Each item in Marketplace integrates with Facebook’s familiar format, like having its own online “wall” where questions and comments appear. If you’re looking for something in Marketplace by using the “Ask for It” option, you can recruit people to help you find the item by selecting from your list of friends, which works the same way people can suggest Facebook people to friends who might know them. Glancing at an item shows the seller’s profile photo, a link to all of the person’s listings and a brief history of his or her overall Marketplace activity, such as “3 listings in the last month.”

The integration of charitable causes into Marketplace gives supporters new ways to raise money for a favorite group like the World Wildlife Fund or Habitat for Humanity International. On the Marketplace home page, causes are displayed in a right-hand panel with a daily featured cause. This Featured Cause shows who else supports it and how many items you can buy or sell to support it.

Privacy is a natural concern in online marketplaces. By default, your posted listings are visible to any Facebook member in Marketplace. Users can opt to remain anonymous — they’re listed as “Facebook user is selling a bike,” for example. In that case, the only way someone can contact that person is by posting a comment and waiting for the seller to respond.

People who aren’t members of Facebook can see your listings by browsing and searching Marketplace, but they can’t post, comment or contact users. Unlike online marketplaces or services that can be used by anyone, Marketplace requires that users be members of the site to interact with sellers, which can be a downside. Plenty of people who aren’t on Facebook might not want to join the social-networking phenomenon just to offload the old couch gathering dust in the garage.

All user notifications — messages indicated in red at the bottom right of a Facebook page — will reflect friends’ activities in the Marketplace, unless you reset the notifications of the Facebook Marketplace app to not notify you. I suggest doing this, unless you really want to know about all your friends’ activities in Marketplace.

Four color-coded icons represent activities in Marketplace and are useful when reading lists of items at a glance: A green dollar sign represents Sell It and a red heart represents Sell for a Cause, for example. And details about each cause are integrated within Marketplace.

The Oodle-powered Facebook Marketplace is straightforward and well organized, and if you’re a Facebook user, its format will be familiar. If you’re not, and you’re looking for a way to sell or give items away for a charity or otherwise, Marketplace might encourage you to join the giant social network. But its payment program could be made a lot easier with electronic options.

Edited By Walter S. Mossberg

• Email us at mossbergsolution@wsj.com. Find this and other columns and videos online free at the All Things Digital Web site: http://solution.allthingsd.com

Announced last week along with some other changes, the move is designed to eliminate retaliatory feedback. Apparently, eBay believes its slowing growth is due at least in part to dissatisfied buyers put off by vindictive sellers. “… [T]he original intent of eBay’s public feedback system was to provide an honest, accurate record of member experiences,” Bill Cobb, president of eBay North America, wrote in a message to the eBay Community Forum. “Over the years, we’ve adjusted the system to add nonpublic means of providing feedback to try to improve its accuracy. … But overall, the current feedback system isn’t where it should be. Today, the biggest issue with the system is that buyers are more afraid than ever to leave honest, accurate feedback because of the threat of retaliation. In fact, when buyers have a bad experience on eBay, the final straw for many of them is getting a negative feedback, especially of a retaliatory nature. Now, we realize that feedback has been a two-way street, but our data shows a disturbing trend, which is that sellers leave retaliatory feedback eight times more frequently than buyers do … So we have to put a stop to this and put trust back into the system.”

Suffice it to say, eBay’s sellers, who view feedback as one of their few means of protecting themselves against shady buyers, are not at all happy with the change. Some are threatening boycotts. Others are just taking their auctions elsewhere. “The feedback is the only carrot a seller has to make sure a person buying from them is fair,” said one veteran eBay seller who’s closing up shop. “Now I’ve got virtually no way to protect myself against negative feedback. … As for the weight or gravity of this situation, it’s a major life decision–right up there with getting married, picking a school and deciding whether to have children.”