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美國「第一女兒」伊萬卡一位以前的同學萊莎德拉·奧爾斯特羅姆在美國著名雜誌《名利場》上撰文稱，伊萬卡從小就和其父親川普一樣，渴望金錢和讚美，對窮人也帶有明顯的蔑視態度。
奧爾斯特羅姆說，現年39歲的伊萬卡是自己成長過程中最好的朋友。她在伊萬卡12歲上七年級時和她成為朋友，她們一齊就讀於曼哈頓上東區的女子學校。奧爾斯特羅姆說，她倆在學校組織的一次巴黎之旅中結緣。奧爾斯特羅姆稱，伊萬卡沉迷於地位，常常會因為自己違反校規卻反而指責同學「不夠朋友」或嫁禍於人，「同時她一直努力塑造出一種優雅的形象」。奧爾斯特羅姆說，「她就像她的父親川普一樣，對地位、金錢和力l有著敏銳的洞察力，也像她父親那樣為了拯救自己而把別人拋棄掉。」
在最尖刻的一段描述中，奧爾斯特羅姆聲稱，在她25歲左右的時候，她向伊萬卡推薦了一本講述小鎮工人階級角色的小說《帝國瀑布》，她寫道，「我記得伊萬卡說，『嘿，你為什麼要叫我讀一本關於窮人的書，你身體的哪部分認為我會對這個感興趣』。」
2009年奧爾斯特羅姆擔任了伊萬卡和庫什納婚禮的伴娘，之後兩人的友誼冷卻了下來。
她還寫道，這位總統的女兒在優雅的外表下，偶爾會流露出「更粗魯、更像川普的稜角」。
奧爾斯特羅姆表示，她寫這篇文章是為了展示真正的伊萬卡，儘管自己有可能會被人貼上虛偽的、尋求利用第一家庭關係的特權精英的標籤。
奧爾斯特羅姆還稱，伊萬卡在她的職業生涯中塑造了一種更優雅更有智慧的川普品牌，將千禧一代的女權主義與具有商業頭腦的「神話敘事」融合在一起，但當她支持父親的政策和司法提名人時，這種感覺就消失了：「我看到伊萬卡把她辛辛苦苦建立起來的形象毀了。」
奧爾斯特羅姆說，目前還不清楚在拜登明年1月入主白宮後，伊萬卡會去做什麼。2018年她關閉了自己的同名品牌服裝和鞋類公司，原因是撰寫公司與她在其父政府的工作有利益衝突。
伊萬卡周圍人對她的評價
Andy Stein, a longtime Trump friend from New York,「I don’t think that they particularly care anymore — they』ve had the world as their stage for the past four years,」 Stein said. 「Whether or not they go to Anna Wintour’s thing? I don’t think it matters. They』ve been glamorous enough with every world leader.」
「I am happy to shed light on them to keep them as far away from our political realm as possible,」 said Marissa Velez Kraxberger, a film producer and the former creative director at Ivanka’s nowdefunct namesake company, who called the president’s elder daughter 「identical」 to her father.
「I think she』d want to be the [first] female president,」 Kraxberger said, reflecting on her two years working with Trump. 「I don’t think she’s actually ever had any interest in fashion, but everything was an angle to gain more power in whatever possible way.」
「I think she’s impressive and most people see she’s impressive and if she wants to stay involved with politics, people will take her with open arms. But staying involved with politics is different than running for office,」 a former White House official remarked.
「While the media seems only interested in covering trite topics and perpetuating idle gossip, Ivanka continues to focus on her policy priorities fighting for American workers and their families,」 deputy White House press secretary Judd Deere said in a statement.
「There’s too much potential dirt that she doesn’t want released,」 Michael Cohen, the president’s former personal a ttorney who pleaded guilty in 2018 in two separate criminal cases related to his work for the Trump campaign and organization, said of the speculation.
「It’s easy to say, 『I’m doing this, I’m doing that,』 but it’s different to put your entire life out there for the media to excoriate you.」
「Everyone is saying that she’s running for office, and that’s the ultimate compliment for her,」 said a person who runs in the couple’s New York social circle. 「Her recent stance as pro-life was making her ambitions very clear that she is laying the groundwork.」
「I think from a personality profile, she’s just like her dad and has a high opinion of herself and they tend to be ambitious, regardless of what they do,」 a Trump campaign individual added.
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