Donald Trump sued Mary for at least $100 million in September 2021 for providing The New York Times with financial documents which it used as a source for a 2018 exposé about his wealth and the family's finances.

[17] Donald Trump, at the time facing financial ruin, sought control of his elderly father's estate, leading to a family fight which The Washington Post described as "epic".

[19] In response, Donald, Maryanne and Robert cut Mary and Fred III's medical insurance off , including coverage for William.

[20] The suit accuses Mary Trump and the three New York Times journalists of utilizing confidential documents in an "insidious" conspiracy against Donald.

Donald's lawyer Alina Habba singled out Mary's use of a burner phone to communicate with the Times, the counsel for which argued was merely to protect its source.

[30] A New York Supreme Court justice dismissed the Times from the suit on May 3, 2023, and ordered Donald to pay its legal fees (which neared $400,000) on the basis that his assertions lacked constitutional merit and that, owing to the First Amendment, "reporters are entitled to engage in legal and ordinary news gathering activities without fear of tort liability".

The appeals court ruled in May to let the case proceed, stating that there was "a substantial basis in law" for breach of contract but that the duration of the confidentiality agreement needed to be determined and that Donald had to prove whether the disclosure had caused him any damages.

[9] She is the founder and CEO of The Trump Coaching Group, a life-coaching company, and has also owned and operated a number of small businesses in the Northeast.

Other sources are legal, financial and family documents, email correspondence, and the New York Times investigative article by David Barstow, Susanne Craig, and Russ Buettner.

[37] Upon the announcement of Too Much and Never Enough in June 2020, Mary's uncle Robert Trump attempted to block its release, stating that she signed a non-disclosure agreement as part of the 2001 lawsuit settlement.

[38][7][13] The filing of a temporary restraining order against Mary Trump was dismissed by a New York court for a lack of jurisdiction, and the book was published on July 14, 2020.

[43] Drawing from American history, Trump posits that the country has suffered trauma from its inception because of its inclusion of systemic racism and its failure to address the existence of white supremacy, especially by Republicans in recent decades.

[1] In 2018, David Barstow, Susanne Craig and Russ Buettner of The New York Times published "an exhaustive 18-month investigation of Donald Trump's finances that debunked his statements of self-made wealth and revealed a business empire riddled with tax dodges", for which they were awarded the 2019 Pulitzer Prize in Explanatory Reporting.

In Too Much and Never Enough, she makes a brief reference to the fact and states that "Nobody in the family knew; they'd always been spectacularly uninterested in my personal life ... and never asked about my boyfriends or relationships."