The pair met during undergraduate studies at the University of Pennsylvania and had dated since October 2015. He's apparently a registered Democrat. There have been rumors about Trump's split from Mechanic for months, since she has appeared in public solo. While they didn’t often appear together at events, the pair was photographed together with mom Marla Maples at the Taoray Wang fashion show during New York Fashion Week in February 2017.
After breaking up with her long-time boyfriend Ross Mechanic in the spring of 2018, the youngest Trump daughter confirmed she's dating wealthy Nigerian Michael Boulos. Boulos grew up in Lagos, where his family owns “a multibillion-dollar conglomerate that trades in vehicles, equipment, retail and construction,” making him (on paper at least) a perfect fit for a Trump in-law. He went to an international school in Nigeria and is now based in London.
As of August 2019, she had 1,000,000 followers on her Instagram account. Her Instagram posts frequently include photographs of her with friends or with other people known mostly for having famous parents or grandparents, including Kyra Kennedy, granddaughter of Robert F. Kennedy; Gaïa Jacquet-Matisse, great-great-granddaughter of artist Henri Matisse; Reya Benitez, daughter of John Benitez; Ezra J. William, son of an Indonesian real estate businessman; and EJ Johnson, son of Magic Johnson.
She attended Viewpoint School in Calabasas, California.
In 2016, she received a Bachelor of Arts degree from the University of Pennsylvania, where she double majored in sociology (with a concentration in law and society) and urban studies, and was a member of Kappa Alpha Theta sorority.
She began attending Georgetown Law School in Washington, D.C. in 2017.
In 2011, Trump released a music single called "Like a Bird.” She later told The Oprah Winfrey Show that she was evaluating whether to take her music career "to the next level as a professional". "Like a Bird" received little media attention after its appearance on The Oprah Winfrey Show. Following Tiffany's speech at the 2016 Republican National Convention, the song was criticized for its use of Auto-Tune-based pitch correction and received generally negative reviews.
In 2015, Trump worked as an intern at Vogue and modeled for a 2016 Andrew Warren fashion show during New York Fashion Week.