George Conway said the DOJ's investigation of documents found at Mar-a-Lago could land Trump in prison.
On CNN, Conway called the inquiry the "shortest distance between Trump and an orange jumpsuit."
He said that, to date, there had been no "rational, logical defense" for Trump in the matter.
George Conway, a prominent lawyer and vocal critic of former President Donald Trump, said he believed that the Justice Department's investigation of top-secret documents kept at Mar-a-Lago could land Trump in prison.
Speaking with CNN's Jim Acosta on Saturday, Conway said he thought the inquiry — which involved the FBI searching Trump's Florida home last week for classified documents — carried a high likelihood of the former president being prosecuted for his actions.
"I think the shortest distance between Donald Trump and an orange jumpsuit is this investigation with the documents," said Conway, the husband of Kellyanne Conway, a former senior counselor to Trump.
"We haven't heard anything remotely approaching a rational, logical defense," Conway added.
Referring to the Espionage Act, Conway said proof that the documents Trump kept at Mar-a-Lago could be "used to the detriment of the US" and that the former president "refused to give them back" would be needed to ensure a conviction.
"The facts are as we've heard them. That's exactly what he did," Conway said.
When asked by Acosta why he thought Trump was holding on to those documents, Conway suggested there was "no valid reason."
"The reason is because he's just — he's a man who thinks everything belongs to him," Conway said of Trump, calling him a "narcissist" who thought it was "fine" to hold on to the documents, no matter what they concerned.
The FBI took 11 sets of classified documents — some of which were marked top secret and concerned nuclear weapons, according to The Washington Post — from Mar-a-Lago after searching the property last week. The Justice Department is investigating whether Trump broke three federal laws, including the Espionage Act. Violators of the act can face up to 10 years in prison if convicted.
In February, the National Archives and Records Administration removed 15 boxes of documents from the property. For his part, Trump has denied wrongdoing and claimed without substantiation that he had declassified all the documents.
In a separate interview on CNN Saturday, Conway slammed those defending Trump, calling them "basically desperate."
"He's in very substantial legal jeopardy," Conway told the host Erin Burnett. "If anybody else had done this, if a national security advisor had done this, if an assistant to the president had done this, if I had done this, if you had done this, we'd probably be already charged."
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