“There’s no way he should be going to a commercial location to ask for that assistance,” said E.J. Hilbert, a former FBI agent for cybercrime and terrorism…

“You’re trusting that person in the store not to look at other information that is beyond what you’re there to get assistance for,” said Anaya, who now works as the head of global investigations for the DEVCON cybersecurity firm. “That’s a lot of trust you’re putting into an individual that you don’t know.”…

“If I were a nation-state actor and that information became available to me, one of the first things I’d do is try to install some piece of malicious software that would allow us to see everything that comes in and out of that device,” Anaya said.

Hilbert said he’s also troubled by the fact that Giuliani’s cellphone data is backed up to Apple’s iCloud system, even if the former New York City mayor largely uses it as his personal phone.

“All of his stuff is literally sitting in Apple systems,” Hilbert said. “It makes him very vulnerable.”