His eyebrow rose a little further, but otherwise, he didn't flinch. A shoulder shrugged, as he tried to reign in the smirk that was growing at Jack's obvious curiousity.
"Is that a solo trip, or do you think you'd want help?" There. He bit the bullet and offered. It was up to Jack if he wanted to play along or not.
It took him a second to mentally accept the fact that he'd just offered; but Ray would understand (if he found out), and for Greg's part.. he could trust Jack, he felt somehow.