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.
Giuliani, Cuomo, Bloomberg, Adams…
Somewhere along the line, I’m sure NYC has had a decent mayor, but the recent history has been pretty fucked up.