In 2008, Trump wrote off his Chicago tower as worthless and claimed losses of up to $651M for the year.

In 2010, he shifted ownership to a partnership that he also controlled and declared an additional $168M in losses over the next decade. https://t.co/j70MKukTv6

— ProPublica (@propublica) July 22, 2024

Lawyers working for Trump hotel in Chicago–pushing for a tax break–are quite blunt about how poorly hotel is doing there. This is from 2023 tax appeal. OCCUPANCY declined. Average daily rate–double digit decline. Revenue per available room–almost down 20 percent. Bad stats. pic.twitter.com/l1kkq52dyO

— Eric Lipton (@EricLiptonNYT) April 4, 2024

These documents are part of a long-running dispute over the property taxes owed on Trump Chicago. (This has been covered extensively in local media.) Classic @realDonaldTrump legal strategy of filing neverending motions and appeals in the hopes of grinding down opponents. pic.twitter.com/CroP3HOGpJ

— David Enrich (@davidenrich) October 30, 2020

Former President Donald Trump could be hit with a bill of more than $100 million for claiming improper tax breaks on his namesake tower along the Chicago River, according to a report co-published Saturday by ProPublica and the New York Times. https://t.co/piWyjxM3CR

— WBEZ (@WBEZ) May 11, 2024

Buried in this article: the Secret Service has warned the Trump campaign repeatedly against holding outdoor rallies because they're a security risk.

The ENTIRE reason they do this is to avoid paying arenas, at the expense of heat and security issues!https://t.co/uljzMYXJjG https://t.co/P6h028af23 pic.twitter.com/A7eFVDynVL

— Chris OIIey (@chrisoIIey) July 16, 2024

Nobody’s talking about the reason Trump is doing his rallies in these outside locations. I was at the Schnecksville Pennsylvania rally. It was a very similar situation as Butler. He doesn’t do indoor venues anymore because they cost money and these venues are free. He doesn’t…

— Sandi Bachom 📹 (@sandibachom) July 17, 2024

You left out that Trump owes money for indoor rallies he already held. Why would anyone rent an indoor place to someone who doesn't pay his bills?https://t.co/ERcE0OERxG

— Harris Levy (@HarrisL585) July 23, 2024

Trump claims his plane had to land in Billings because of mechanical problems but in fact he couldn't land at Bozeman because the grifter owes the airport $12,000 from the 2020 election cycle. He also still owes the Billings police department $58,830.

— 𝕊𝕦𝕟𝕕𝕒𝕖_𝔾𝕦𝕣𝕝 (@SundaeDivine) August 10, 2024

If NY Attorney General is able to start enforcing her judgment as soon as next week, don’t expect Trump Tower to top her list. Why? Because as recently as August ‘23, Trump reported Axos Bank still has an outstanding loan on that property for “over $50,000,000.” 1/ pic.twitter.com/FTEbAmglMT

— Lisa Rubin (@lawofruby) March 20, 2024

As @KatiePhang noted yesterday, prior mortgages on Trump properties won’t prevent Tish James from trying to collect on them. But some of those loans are bigger than appreciated. Take Axos Bank’s loans to Trump for Trump Tower’s commercial portion and the Doral course. 1/

— Lisa Rubin (@lawofruby) March 21, 2024

Even with that mortgage on Trump Tower, Tish James can still force a foreclosure sale & as long as the net sale proceeds pay off any lien-holders before her, she can use what’s left to satisfy some of her judgment. And then move on to the next property…#ChumpTower

— Katie Phang (@KatiePhang) March 20, 2024

Jesse Watters declared that no one has had any issues working for Donald J. Trump or his companies. I've attached an excerpt from ABC's Dateline. Martin Rosenberg, a small business owner, said over 100 contractors who worked on Trump's casinos in Atlantic City weren't paid. pic.twitter.com/GJL6ravnQX

— Decoding Fox News (@DecodingFoxNews) February 17, 2024

Trump takes advantage of and screws the little guy. He drives contractors, workers, and small business owners out of business. He refuses to pay what he owes people. The results have been devastating, including bankruptcy and suicide. That is who Donald Trump is. https://t.co/6zC7uVdbxK

— JaneDoeMD (@Caerage) February 11, 2024

The Trump family defrauded a lot of people over the last several decades, including especially the contractors who worked for him. Today is for them. https://t.co/tU7kvlPv9t

— Aaron Astor (@AstorAaron) February 16, 2024

My father was 1 of the contractors he didn't pay. He owed $1.3 million to my father. Look what he did to the Polish Brigade, you illegal immigrants to build Trump Tower. Those so-called 100 companies are fake LLCs to move money so he doesn't pay taxes. Your blinded. pic.twitter.com/htrDpmorNv

— Toohippkid (@toohippkid) February 11, 2024

We aren't talking nearly enough about the fact that Donald Trump STILL hasn't paid back more than $1 million to multiple cities for rally costs. City officials have been trying to get money back for weeks/months & still have nothing. If this doesn't break the law, it should.

— Victor Shi (@Victorshi2020) March 27, 2023

The billionaire former president owes the city $569,204 for transportation, security and a 21-percent late fee. https://t.co/uxvKnkS9tK

— Houston Chronicle (@HoustonChron) October 22, 2022

When will people learn? If trump isn’t made to pay in advance, he doesn’t pay.

Trump refuses to explain why he won't pay El Paso $500,000 he owes the city after nearly 4 years https://t.co/b5hJgZZsgL

— Kurt Eichenwald (@kurteichenwald) October 22, 2022

That's nothing for him. He stills owes El Paso half a million dollars. El Paso is a pretty poor border city in Texas. https://t.co/UrEjHWW48Y

— LibertyAndJusticeForAll!!! Suzanne (@SMurray1000) December 9, 2022

Doesn’t this imply that Trump is guilty? If he was innocent, why would he want a settlement?

— Harris Levy (@HarrisL585) September 15, 2022

Breaking News: A federal grand jury has issued subpoenas related to Save America PAC, which was created by Donald Trump to raise money as he promoted baseless voter fraud claims after his loss in the 2020 election. https://t.co/aOf10IuKBU

— The New York Times (@nytimes) September 8, 2022

A federal grand jury investigating the activities leading up to the insurrection has expanded its probe to include seeking information about Trump's leadership PAC Save America https://t.co/KlWZLgMPXM

— Citizens for Ethics (@CREWcrew) September 8, 2022

Trump’s longtime accountant says a decade’s worth of his financial statements “should no longer be relied upon” and suggested that any recipient of the documents be alerted, according to a copy of the letter filed in New York court filings. https://t.co/npkO3Xx5S6

— The Washington Post (@washingtonpost) February 14, 2022

Mazars, the accounting firm that signed off on the Trump Org’s filings *for years*, cut ties to the company and says it can no longer stand behind the financial statements. https://t.co/4FXEwFj9GA

— Tim O'Brien (@TimOBrien) February 14, 2022

News – Mazars has effectively fired the Trump Organization, citing a non-waivable conflict, and determined that Trump's financial statements from 2011-20 should not be relied on, per a letter to Alan Garten filed in court today. pic.twitter.com/UmC1nVe4ZP

— southpaw (@nycsouthpaw) February 14, 2022

This is brutal. Trump's counsel hired an appraiser for his Silver Springs property. The appraiser told them it was worth $29M-$50M. Trump then turned around and told his tax accountants at Mazars that it was worth $161M. pic.twitter.com/CsFnOQNIsw

— Scott Stedman (@ScottMStedman) January 19, 2022

The Trump Organization's longtime accounting firm Mazars said it no longer wants Trump's business, as it doesn't trust the financial documents the Trump Org has given them. https://t.co/2DJrMmR7bY

— The Daily Beast (@thedailybeast) February 14, 2022

Mazars says as a result of their decision regarding the financial statements they will no longer be doing work for the Trump Organization.

— Tom Winter (@Tom_Winter) February 14, 2022

Bigger problem for Trump:

The loan agreements relying on the fraudulent financial reports likely have "representations and warranties" — including one in which Trump was vouching for the accuracy of all info he provided.

So Trump may now be in breach of the lending agreements.

— Tristan Snell (@TristanSnell) February 14, 2022

AG James cites Mazars's declaration that it can no longer stand behind its financial statements to the Trump Organization in pushing judge to order depositions of Trump and others.

— Harry Litman (@harrylitman) February 15, 2022

Former President Donald Trump's long-time accounting firm informed the Trump Organization last week that it should no longer rely on nearly 10 years' worth of financial statements and that they would no longer be their accountants, citing a conflict of interest pic.twitter.com/VivhdzV34K

— CNN (@CNN) February 15, 2022

NEW: NY prosecutors are now focused on whether Trump broke the law by providing widely different valuations for the same properties.

In one case, Trump told lenders a bldg was worth $527M— but told tax authorities it was worth just 1/30th of that.https://t.co/fJTBIuJDSI

— David Fahrenthold (@Fahrenthold) November 22, 2021

Trump has his own political operation, with a whopping $100 million in the bank. He's got a private business worth hundreds of millions.

But…the RNC agreed to pay his legal bills?

"He's a leader of our party," a spokesperson said. https://t.co/KLxSbEQICl

— David Fahrenthold (@Fahrenthold) November 22, 2021

Trump’s practice of giving different valuations for the same properties was detailed in this great @propublica story… https://t.co/XAoGd4DUab

— David Fahrenthold (@Fahrenthold) November 22, 2021