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By Michael Connor

May 28 (Reuters) – Americans have long been in love with

Puerto Rico’s high-yielding municipal bonds. Now the Caribbean

island hopes they will flock to its sand, surf and spanking new

resorts to help pay off massive debts.

Without a fix, Puerto Rico’s $65.3 billion in outstanding

bonds may become difficult to sustain in the long run.

Puerto Rico is a prominent, popular seller of muni bonds.

U.S. investors like the debt’s fat yields, which come with

unusual full exemption from federal, state and local income

taxes. The island sold $4.82 billion of bonds in 2012’s first

four months, or 40 percent more than California.

But with debt equivalent to 103 percent of its annual gross

product, the U.S. territory carries a burden that would make

troubled states like California and Illinois blanch. The two

states’ debt levels are just under 5 percent of economic output.

To raise funds, Puerto Rico’s government hopes to make

tourism as important to the island as in Florida, where about 10

percent of the economy comes from vacationers. Tourism currently

accounts for just 6 percent of Puerto Rico’s economy, with 3.7

million tourists a year, below nearby Dominican Republic’s 4.12

million.

Puerto Rico worries some institutional investors, who are

concerned by government budget deficits, an economy struggling

to exit a six-year recession and under-funded public pensions.

“They have not done enough to go after their structural

imbalances,” said portfolio manager Robert DiMella, who

co-manages $5 billion in high-yield and other muni debt for the

MainStay funds run by the MacKay Shields unit of New York Life.

“We are extremely low, close to zero, on Puerto Rico.”

Yields on the island’s BBB-rated debt, even with 10-year

maturities paying on average 2.2 percentage points more than the

safest bonds, are not enough to compensate for possible defaults

and downgrades, according to DiMella.

Among other big U.S. muni bond issuers, only California,

with an economy 30 times the size of Puerto Rico’s, and Illinois

pay interest-rate spreads close to as wide as to the island’s.

HIGH JOBLESSNESS, BIG DEFICITS

Puerto Rico has so far had a rough 21st Century. The

island’s jobless rate is at 15 percent rate, nearly double the

U.S. unemployment rate.

Chronic revenue shortages and budget deficits, sometimes

filled with the sort of one-time windfalls and loans that

trouble bond analysts, grew to a peak of $3.3 billion in 2008, a

year before Luis Fortuno became governor and championed spending

cuts, tax reform and privatization deals.

Fortuno, who is seeking a second term in November, has

eliminated some 20,000 government jobs and reduced Puerto Rico’s

yearly deficit by 90 percent to a projected $333 million in the

next fiscal year.

“Their financial management is much better than they have

seen in the past,” said portfolio manager Chris Ihlefeld of

Thornburg Investment Management in Santa Fe, New Mexico. “The

question is, ‘Is it too little, too late?'”

But some professionals, including specialists in riskier,

high-yield municipals, won’t go near Puerto Rico debt. Some seem

to be betting against the island, judging by trading in Puerto

Rico municipal credit-default swap contracts.

Since early January, the cost for one-year CDS on 10-year

Puerto Rico debt has shot up to 482 basis points from 391,

according to data-services group Markit. That adds $91,000 to

fees now close to half a million dollars to secure shelter

against a possible default on $10 million of Puerto Rico debt.

Costs on comparable California CDS dropped $48,000 to

$229,000 from early 2012 and eased $11,000 for similar Illinois

issues, to $279,000, according to Markit.

By many financial measures, Puerto Rico is an outlier. Its

net tax-supported debt in 2010 equaled $10,474 per person,

compared with a U.S. per capita mean of $1,408, $2,542 in

California and $2,383 in Illinois.

Puerto Rico’s debt calculated as a percentage of personal

income was 71 percent. The comparable U.S. mean was 3.5 percent,

California’s 6 percent and 5.7 percent for Illinois.

MORE FEDERAL SUPPORT?

In the new century, Puerto Rico’s economy has grown

increasingly reliant on federal government payments, such as

Social Security benefits, and may be especially vulnerable to

cutbacks in U.S. spending.

The island’s net payment inflows from Washington in 2010

were $12.2 billion, or equal to nearly a fifth of the island’s

gross product that year of $63.3 billion, according to U.S.

Census data. In 2000, net federal transfer payments were under

13 percent of Puerto Rico’s gross product.

“There is a school of thought that the feds would bail out

Puerto Rico,” DiMella said. “We don’t believe that.”

Puerto Rico’s ailing pension system also worries investors,

who want the government to tackle a forecast $24 billion gap

between promised payouts and assets. Fortuno pledged to bond

investors on May 10 to roll out pension fixes this year.

Fortuno said no options, including the possible issuance of

pension-obligation bonds, have been eliminated. Proposals under

review include hikes of 0.25 percent in employee-contributions

annually over several years, and raising retirement ages.

Ten years ago, the main pension fund had 23 cents for every

$1 it needed to pay out, and this year it has just 8.5 cents for

every $1. The typical mainland goverment-workers pension fund

has 75 cents for each $1 promised retirees.

DiMella said he sees at best a slow recovery from Puerto

Rico’s recession, one so hard on job seekers it helped drive a

2.2 percent drop in population, to 3.72 million, in the last

decade. Taxes will not be enough to service debt and run the

government, even with spending cuts, DiMella said.

He discounts as overblown predictions Puerto Rico’s finances

will swell into a crisis as severe as Greece’s. But he says

investors’ interest in the island’s debt can suddenly dry up.

Puerto Rico is unlikely to default on any bonds but will

need to extend maturities or otherwise restructure some of its

$3.8 billion of appropriations debt, DiMella said.

“Market access for Puerto Rico is what we worry about,” he

said. “The door won’t close but will get narrower, and there

will be pressure on yields to widen.”

TOURISM PROJECTS

Fortuno is aiming to raise $4.5 billion for investment in a

dozen private-public projects by 2013.

A pending deal to sell an operating lease for San Juan’s

underused international airport to a private consortium includes

not just an upfront cash payment of about $1 billion, but also

capital improvements meant to jump-start tourism.

The airport deal is meant to ease the way for the high-end

tourists Puerto Rico hopes will fill new luxury hotels being

built in San Juan, Dorado and Rio Grande.

Those deals will also help pay down debt. The airport deal

will cut transport debt by $900 million, officials have said.

Fortuno’s administration is making many of the right moves,

according to Ihlefeld, the Thornburg portfolio manager, but

Puerto Rico remains a high-profile risk for muni investors.

“I don’t know if it’s going to be a surprise,” he said. “One

day it will be in the news and not in a good way.”

(Reporting by Michael Connor in Miami; Additional reporting by

Reuters in San Juan, Joan Gralla in New York and Karen Pierog in

Chicago; Editing by Dan Grebler)