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And perhaps more importantly, I wonder if he can pull it off with personal congruence, integrity and credibility.
FORBES: President Obama Has The Tone Of A Challenger, Calls The WWE
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Massa seems a whole-hearted racer, but I wonder if he and his loyal supporters will ever come this near to the title again.
BBC: Feeling the tension at Interlagos
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"He is a pretty cool fish, and I just wonder if there are more out there, " he said.
CNN: Five fish stow away on tsunami-tossed boat
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And I wonder if you could spell out for us what he understands those implications to be.
WHITEHOUSE: Press Briefing
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But after I met my future husband, I learned that when someone loves you, you never wonder if he does.
CNN: STORY HIGHLIGHTS
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"Sometimes I wonder if I should leave Bombay and settle overseas with my family, " he says.
CNN: TRAPPED IN THE BIG SQUEEZE
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Watching Mitt Romney in Florida, I had to wonder if anyone on his staff had bothered to tell him that he was on the verge of victory.
BBC: Barack Obama's 'firewall' burning - Republicans
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"It kind of makes me wonder, as subtle as it is, if I'm missing something, " he says.
CNN: Armadillos linked to leprosy in humans
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He's since said that was a misstatement, but I wonder if you can clarify what is the White House telling the millions of Toyota owners out there across the country to do?
WHITEHOUSE: Press Briefing by Deputy Press Secretary Bill Burton
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"I did start to wonder if they might be posted by the company to keep me interested, " he said.
BBC: Business
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But in what he calls "our new world of flattened time and space, " I wonder if we are also seeing, alongside the radical democratization of time and space, the flattening of age.
CNN: Opinion: After Kony, should kids decide our morals?