I hear you...that's definitely his style. The touch is to give you a nudge or tug when he decides the time to exit is NOW. If you go on your own without him feeling the need to encourage you, you never even feel his hand.
I can tell you, he is as focused on the tree and the feedback it's giving as the sawyer is, and has a ton of experience with interpreting those messages. If you have to cut a really nasty one, and that last snag was not pretty at all, if you can get comfortable with his presence, it can begin to feel reassuring.
If it's something where you'll learn a hard lesson but not likely get killed, he'll often let you scew up...like letting a guy go ahead and allow a tree to set back and pinch the bar even though he can tell the saw is beginning to bog and the wedge isn't set tight enough. And he is not shy then about parcelling out a dressing down, should you deserve it...also his style, for sure.
The thing he has to make sure never happens is for a student to get injured or worse under his tutalege...that would leave him feeling responsible, and liable as well. So close monitoring is his way of dealing with that...which is maybe better than standing back and just hoping it'll work out OK.