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Brian Connelly, the South Carolina man who has owned Loser.com since 1995, has previously forwarded the address to mock public figures including Kanye West.
Connelly told The Daily Beast that forwarding the site to then-candidate Barack Obama's Wikipedia page in 2008 wasn't a dig, it was just a publicity stunt.
It was unknown Tuesday whether the Trump dis was similar ploy for attention or meant as a sincere insult to the candidate, who is well-known for referring to rivals and others as "losers."