The Time Lord's journal snapped shut when he heard that knock. Whomever had just had his attention lost it as soon as that familiar voice came wafting through the barn door. The book was dropped on the couch and the Doctor would get up, giving Jack a sort of appraising look - friendly, no doubt, but certainly evaluative. Jack's joke wasn't lost on him and with a smug expression and a roll of his eyes the Doctor was left only to shake his head. "Always good at making an entrance," he'd comment.
He knew you, Jack, and really when it came to the Doctor you knew he didn't pull too many punches.
"You haven't beat yourself up too badly yet, have you Jack?"
There, straight and to the point.
The Doctor was canting his head back toward that tattered couch and taking up a seat there. Another cup taken up and filled he held it out for Jack. He'd pass on the berries, though happily share his tea.