Emirati business magnate Khalaf al-Habtoor only months ago proclaimed his support for the Republican candidate for president, but that's all changed in the wake of Trump's increasingly incendiary comments about Islam.
"If he comes to my office, I will not let him in. I reject him," al-Habtoor told The Associated Press. "Maybe we can meet somewhere where I can debate with him in a very civilised way, not in the way he approaches people."
But some of his rhetoric about Islam on the campaign trail including his call to monitor mosques and his proposal this week to temporarily bar Muslims from traveling to the US has led to increased wariness in the Arab world. Trump's campaign did not respond to questions about his reputation and business dealings in the Middle East.
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But late last month, al-Habtoor wrote a follow-up column on Trump that began with: "I was wrong and I do not mind admitting it."
"When strength is partnered with ignorance and deceit, it produces a toxic mix threatening the United States and our world," he wrote, ending his column by endorsing Democratic front-runner Hillary Clinton.
In a way, Trump's oversized personality, on display for years in syndication on Arab satellite networks, matches the aspirations of the construction boom in the oil-rich Gulf. Star-studded galas in 2008 heralded the launch of the planned Trump International Hotel and Tower Dubai. The 62-story skyscraper of glass and stainless steel would have towered over the man-made Palm Jumeirah island jutting into the Persian Gulf.
Dubai's property bubble burst before the project could really get off the ground, and in 2011 The National reported that debt-laden developer Nakheel had canceled the project altogether. Nakheel says it no longer has any business association with Trump.
By 2013, Trump's hotel group announced the hiring of a Dubai-based executive to expand the brand throughout the Middle East, with an aim of having 30 hotels in the region by 2020, though so far none has emerged.