If we’re gaming the whole scenario out, I imagine it would go something like this.
None of his current convictions are expected to come with a custodial sentence, but say he loses the election, and the more serious trials are heating up. At that point, he knows he’s toast. 2028 is too late to run a fourth time; he’s got no more hail marys, so he dismisses his detail completely, retreats to Florida, and sneaks away to Saudi Arabia in the middle of the night.
He’s got a private jet, so getting out of the country shouldn’t be a huge problem. But I think you’re right that he has to set all this in motion before a guilty verdict is delivered. At that point, getting away from the secret service would be much more difficult.
I know this isn’t what you’re asking, but there are two Mount Olympuses (?!) in the USA.
The one in Washington has a similar prominence to the Greek mountain (2,389 m to 2,353 m).
The one in Utah has a similar peak elevation (2,752 m vs 2,918 m).