By Ankush Khardori
Illustrations by Antonio Giovanni Pinna
Mr. Khardori is a lawyer and legal analyst. He spent several years as a prosecutor at the Department of Justice. Before he joined the federal government, he defended corporate clients against charges of fraud and other crimes.
Donald Trump and his business empire are currently the subjects of no fewer than five major simultaneous investigations, a truly extraordinary challenge for anyone, let alone a former and possibly future president of the United States. These are complicated investigations, with long and winding paths to resolution. They involve scores of federal and state investigators and witnesses across the country, from politicians eager to shield themselves from scrutiny to employees turning on their colleagues to a former president who knows how to navigate — and manipulate — the legal system like no one else.
Trump is facing five major investigations
The public has very little visibility into how these investigations are proceeding day by day, as government officials quietly gather evidence and plan their next moves. Any number of unexpected developments — surprise witnesses, hung juries and perhaps even a special counsel empowered to oversee Justice Department investigations — could slow or derail their work. The announcement of Mr. Trump’s candidacy for president does not halt any of these investigations, but it could affect how prosecutors weigh their options, and his uniquely polarizing status could affect how judges and juries resolve any cases that make it to trial. Were he to win the election, he could put an end to any pending federal prosecutions or investigations once in office. Even at this stage, some potential scenarios are possible to discern, including the possibility — however improbable it may seem — that all of the investigations resolve in his favor, with no conviction and no serious legal consequences. Based on interviews with experts and analysis of media reports, as well as of the law itself, here is a close look at some of the paths by which such an outcome could come to pass.
Below we illustrate the likely key steps for prosecutors and other enforcement officials, as well as offramps Mr. Trump could use to stay out of prison or otherwise mitigate the possible repercussions from these probes.
The Classified Documents Investigation
Did Trump illegally remove classified documents from the White House and obstruct investigators?
pretrial
The Justice Department concludes its investigation
Offramp
Justice Department decides not to bring charges
Justice Department decides to bring charges
Offramp
Trump barrels ahead with his presidential campaign—now under indictment
Trump is elected president
trial
Offramp
Trump gets case dismissed
Justice Department admits defeat and decides not to try Trump again
posttrial
Offramp
Trump argues against prison sentence
Offramp
Trump drags out sentencing process until after election
Trump is elected president
Offramp
Trump tries to get verdict thrown out
Trump asks judge to overturn verdict
Trump turns to court of appeals
The Supreme Court makes final decision, affirming or overturning conviction
Offramp
Trump runs for president from prison
Trump is elected president and, still in prison, promptly pardons himself
The January 6th Investigation
Did Trump try to incite an insurrection, commit election fraud or fraudulently fund-raise in the run-up to Jan. 6?
pretrial
Prosecutors look closely at the days and weeks before the riot
Offramp
Trump successfully invokes executive privilege
Offramp
Justice Department decides not to bring charges
Justice Department decides to bring charges
Justice Department charges Trump based on violence at Capitol
Justice Department charges Trump over fake electors scheme
Justice charges Trump with fraudulent fund-raising tactics
Justice charges Trump with … something else
Offramp
Trump keeps running for president — even after the indictment
Trump is elected president
trial
Offramp
Trump moves to dismiss case
Justice Department admits defeat and decides not to try Trump again
posttrial
Offramp
Trump argues against a prison sentence
Offramp
Trump drags out sentencing process until after election
Trump runs for president while awaiting sentencing
Trump is elected president
Offramp
Trump tries to get verdict thrown out
Trump turns to a court of appeals
Supreme Court makes final decision, affirming or overturning conviction
Offramp
Trump runs for president from prison
Trump is elected president
The Manhattan District Attorney’s Investigation
Did the Trump Organization commit tax fraud or other financial crimes?
pretrial
trial
Offramp
Jury acquits Trump Organization
posttrial
Offramp
Trump Organization appeals
Offramp
Trump Organization suffers no major fallout
The Georgia Election Investigation
Did Trump break the law to try to overturn his 2020 election loss in Georgia?
pretrial
Offramp
Trump allies avoid testifying
Offramp
D.A.’s office backs down and decides not to charge Trump
D.A.’s office brings charges
Offramp
Trump forges ahead with his presidential campaign — now under indictment
trial
Offramp
Trump moves to dismiss case
Offramp
Trump moves case to federal court
Offramp
Jury acquits Trump
D.A.’s office admits defeat and decides not to try Trump again
posttrial
Offramp
Trump avoids prison
Offramp
Trump delays sentencing and keeps campaigning
Trump is elected president
Offramp
Trump tries to get verdict thrown out
Trump turns to appeals court
Offramp
Trump is elected president
The New York State Civil Case
Did Trump and his children lie to lenders and insurers about the Trump Organization’s financial condition?
pretrial
Offramp
Trump settles with A.G.’s office
trial
Offramp
Trump gets the case dismissed
Offramp
Trump mounts successful defense
posttrial
Attorney general wins at trial
Offramp
Trump argues for low monetary penalty