Timeline
26 entries from 1986 to 2026. Categories are color-banded; tap any dot for the underlying entry.
Civil Judgments and SettlementsCriminal Cases and ConvictionsBankruptcies and Corporate InsolvenciesFailed Businesses and Discontinued ProductsFailed Real Estate Projects and Closed PropertiesDefamation and Tort FindingsElection Losses and Certified ResultsFailed Lawsuits Filed by TrumpConvicted Associates and Co-defendantsRegulatory Penalties and Agency FindingsPromises versus OutcomesSecond-Term Executive Actions Blocked or Reversed
1986
- USFL antitrust trial against the NFL1986-07-29 · S.D.N.Y.
1991
- Trump Taj Mahal Chapter 11 bankruptcy1991-07-16 · D.N.J.
1992
- Trump Shuttle airline collapse1992-04-07
- Plaza Hotel (Manhattan) bankruptcy1992-11-04 · S.D.N.Y.
2004
- Trump Hotels and Casino Resorts Chapter 112004-11-21 · D.N.J.
2009
- Trump Entertainment Resorts Chapter 11 (2009 and 2014)2009-02-17 · D. Del.
2018
- Trump University settlement2018-04-09 · S.D. Cal.
- Michael Cohen federal convictions2018-12-12 · S.D.N.Y.
2019
- Trump Foundation dissolution and $2 million judgment2019-11-07 · N.Y. Sup. Ct.
2020
2021
- Post-2020 election lawsuits2021-11-30
2022
- Trump Organization criminal tax fraud conviction2022-12-06 · N.Y. Sup. Ct., New York Co.
2023
- E. Jean Carroll, Carroll II, $5 million verdict2023-05-09 · S.D.N.Y.
2024
- E. Jean Carroll, Carroll I, $83.3 million defamation verdict2024-01-26 · S.D.N.Y.
- New York civil fraud judgment and August 2025 reversal of penalty2024-02-16 · N.Y. Sup. Ct., 1st Dep't
- New York felony conviction on 34 counts of falsifying business records2024-05-30 · N.Y. Sup. Ct., New York Co.
- Rudy Giuliani disbarments, $148 million Freeman verdict, bankruptcy2024-09-26 · D.D.C.
2025
- "Liberation Day" tariffs (EO 14257)2025-04-02
- Trump v. Simon and Schuster (Bob Woodward audiobook) dismissed2025-07-18 · S.D.N.Y.
- Trump v. CNN, Inc. dismissed and affirmed on appeal2025-11-18 · 11th Cir.
2026
- Supreme Court IEEPA tariff ruling, Learning Resources / V.O.S. Selections2026-02-20 · U.S. Supreme Court
- Second-term approval rating collapse2026-04-23