[Yes, that sounds about right -- what happened when the team came to the future. A grim nod, that says yes, that's what he expected. He wasn't particularly expecting assassin or prostitute, but Ford Pines is in no position whatsoever to be making any kind of judgment about someone else's history.]

It makes you wonder what kind of mistakes you're making right now. Stuff you'll kick yourself for later, probably! Heh heh.

[There's levity in the tone, and it sounds forced, but also like a coping mechanism. If Ford treats this with the weight it really has, he might collapse, so he pretends it's light.]