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By David K. Randall

NEW YORK, May 16 (Reuters) – Try as they might, many retail

investors won’t be able to get shares of Facebook in its first

hours of trading.

They may be better off waiting it out anyway. Buying at the

closing price of the initial public offering day and holding on

to your shares has not been a profitable strategy lately,

especially for companies in the media business.

While Facebook is a unique company with 900 million users,

some recent IPOs serve as reminders that the sizzle for once hot

companies can fade quickly. Of seven media or social media

company IPOs in the last year, only LinkedIn is now

trading above where its stock closed after its trading debut.

Millennial Media, a mobile advertising company, saw

its shares jump 92 percent the day its shares debuted in late

March. Since then, the stock has slid nearly 46 percent to

$13.40, as of Tuesday’s close.

Last year, shares of Demand Media jumped 33 percent

on the company’s initial day of trading. Over the next six

months, they fell 49 percent, and are down about 63 percent

overall as of Tuesday. And investors who bought shares of

Groupon after they closed 31 percent higher on the

first day in November have lost 53 percent as of Tuesday’s close

as the company’s shares slid to $12.17 each.

Optimistic potential investors in Facebook,

co-founded by Mark Zuckerberg in 2004, may consider the company

immune to a post-IPO letdown because of its popularity. But

there are ways investors can time their purchases to prevent

getting caught up in the early euphoria.

Facebook, which is expected to have its initial public

offering on Friday, is planning to raise as much as $16 billion

by selling about 421 million shares at a target price range of

$34 to $38 each. While the company has set aside some shares for

retail investors, brokers tend to reserve this allotment for

wealthier clients.

Those who don’t qualify will be stuck trying to get in on

the buying frenzy of the first day, at a time when some analysts

expect shares of Facebook to pop more than 30 percent to more

than $50 each.

Waiting a week or two from the first day of trading may

prove to be more profitable than trying to get in on the first

day, analysts said.

“You want some of the frothiness from the excitement of the

IPO to burn off,” said Jim Krapfel, an analyst at Morningstar

who covers the company and values the company at $32 per share.

Buying at the first day’s closing price would leave “limited

upside for long-term fundamental investors,” he said in a recent

report on the company.

Dave Abate, a financial planner with Strategic Wealth

Partners in Seven Hills, Ohio, said that he is telling clients

to wait a couple of days for the stock to reach an equilibrium.

Facebook is the first time his firm has developed a client

strategy specifically for an IPO, he said.

“Everyone and their grandma uses Facebook and wants a piece

of it. They feel like they’ve missed the boat with Apple

and this is their opportunity to get in on the ground

floor,” he said.

Zuckerberg, who turned 28 this week, is one of the world’s

youngest billionaires, but despite the allure of Facebook,

investing in the company comes with risks, such as the company’s

reputation with being unconcerned about user’s privacy, Abate

said.

“I consider Zuckerberg a pretty big risk himself. He’s

unpredictable and if he grows bored with the company (and

leaves) I don’t know what’s left of Facebook at that point,” he

said.

Abate is also concerned that Zuckerberg has too much power,

with more than 50 percent of voting rights, increasing the risk

in investing in the company. For clients that remain interested

in Facebook, Abate is counseling them that there will be several

dips in the future to buy the stock without buying at an over

inflated value because of “short-term flippers.”

One way to avoid short-term remorse: buying shares of mutual

funds that already own shares of Facebook. T. Rowe Price, for

instance, purchased shares of Facebook traded on private markets

and has spread them across 19 funds.

Krapfel said a date potential investors should watch for is

91 days after the IPO, or Aug. 20. That’s the day that the first

so-called lock-up period for 172 million shares expires,

allowing some insiders to sell their shares.

The end of a lock-up period typically leads to a decline in

share prices, according to a 2001 paper in the Journal of

Finance by Laura Casares Field and Gordon Hanka. The pair found

that a company’s average trading volume tends to increase by 40

percent and shares fall an average of 1.5 percent over three

days after its lock-up ends.

August will be a relatively small insider selling window.

Most employees and directors, except for Zuckerberg, will have

to wait to sell their insider shares after 151 days, Krapfel

said. The majority of the insider shares – 1.34 billion in all,

which includes Zuckerberg’s stake – can be sold 181 days after

the IPO.

Some analysts said that heavy selling by insiders may be a

warning sign for investors.

“At this stage, if anyone sold a considerable stake at the

lockup stage it would be a giant yellow flag, especially given

the young age of executives,” said John Kozey, an equities

analyst at Reuters.

The last four months of 2012 will bring two more milestones.

Nasdaq OMX Group, the company behind the exchange,

changed its rules in April to allow companies to be included in

its Nasdaq 100, a cap-weighted index of the largest

non-financial shares in the Nasdaq Composite Index, four months

after they begin trading. Once that happens, analysts expect

that index funds and ETFs that track like the Nasdaq 100, such

as the $31.3 billion PowerShares QQQ ETF, will add

shares of Facebook, potentially lifting the stock by a few

percentage points.

And in November, Facebook will be eligible for inclusion in

the Standard & Poor’s 500 Index, the benchmark for most mutual

funds. S&P; typically requires IPOs to trade for six to 12 months

before considering the companies for its indices.

The announcement of a new company to the S&P; 500 index

typically results in a 5.7 percent one-day pop in the company’s

shares, according to a paper in Financial Management in 2006.