I sat in a courtroom on Monday at 60 Centre Street, the crown jewel of Manhattan state courts, to watch the start of a trial that is essentially about Donald Trump’s crown jewels: his vaunted portfolio of commercial and residential real estate.
The trial — which will be decided by a judge, not a jury — will determine whether Trump, his eldest sons and others falsified business records, filed false financial statements, and committed insurance fraud by intentionally exaggerating and deflating the stated value of those properties. And it will also determine the appropriate penalties for Trump and others, potentially including the “disgorgement” of $250 million or more — and even the forced dissolution of his real estate empire.
Here’s what stood out during Monday’s proceedings in Trump’s civil fraud brought by New York Attorney General Letitia James’ office.
Team Trump appealed to multiple audiences, but not the actual decision-maker
Based on the opening statements, it wasn’t always clear what this case was about. After all, Trump lawyer Chris Kise’s presentation was a detailed, if at times ponderous, review of generally accepted accounting principles (“GAAP”) and the elasticity of GAAP where real estate valuation is concerned.
At times, it felt academic, if not like a rough sketch of the appellate argument Team Trump has been clear they are already planning to make. By contrast, though, Alina Habba, who, at this point, is one of Trump’s longest-serving surrogates and lawyers, zoomed out to the 50,000-foot level — while floating in the clouds of the case. Yet her opening was hardly placid. Fiery and combative, she insisted Trump persistently undervalued his trophy properties, including Mar-a-Lago, which she maintained would easily fetch $1.5 billion on the open market, and his Doral golf course and resort, which she asserted would command a similar price.
Kise and Habba could not have been more different in tone or approach, but their openings shared one key attribute: Neither seemed to be geared to the sole decision maker here, Manhattan trial judge Arthur Engoron. Instead, if Kise was practicing for appeals to come, Habba’s audience was their visibly riled-up client.








